4-Week Route 66 Itinerary: 30 Days on The Mother Road

Taking a month to drive the full length of Route 66? Now that’s how you do the Mother Road justice! This legendary highway, stretching from the skyscrapers of Chicago to the sun-sochefaked shores of Santa Monica, is packed with history, nostalgia, and an endless array of roadside wonders. With 30 days to explore, you’ll have the perfect balance of adventure and relaxation—plenty of time to soak in the neon glow of vintage motels, chow down on diner classics, and uncover the hidden gems that make Route 66 such an unforgettable journey.

Over four weeks, you’ll wind through eight states, each offering a different slice of Americana. From the red brick roads of Illinois to the rolling plains of Oklahoma, the desert landscapes of the Southwest, and the golden California coastline, every stretch of pavement has a story to tell. You’ll stand beneath towering roadside giants, visit world-famous Route 66 museums, and roll into towns where time seems to stand still. This isn’t just a road trip—it’s a journey through America’s past, present, and future.

This 4-week Route 66 itinerary is designed for travelers who want to embrace the full Route 66 experience without rushing past what makes it special. You’ll have days dedicated to exploring historic downtowns, immersing yourself in nature, and getting lost in the quirks that give Route 66 its charm. Whether it’s a stop at the Cadillac Ranch to leave your mark in spray paint, a detour to the Grand Canyon, or an evening spent under the neon glow of an old-school drive-in, this trip is all about making memories that’ll last a lifetime.

Don’t have four weeks to road trip Route 66? No worries. Our 1-week, 2-week, and 3-week itineraries break down the route for those with less time to spare. Want to break up your road trip? Check out our Route 66 First Half Itinerary (Illinois to Texas) and Route 66 Second Half Itinerary (New Mexico to California) to take The Mother Road one half a time.

So fire up the engine, roll down the windows, and get ready for a month-long adventure down the “Main Street of America.” With 30 days of road-tripping ahead, there’s no need to rush—just enjoy the ride, one nostalgic, scenic, and unforgettable mile at a time.

Can you drive Route 66 in one month?

Is four weeks enough time to drive Route 66? Absolutely! A month on Route 66 gives you plenty of time to experience the full magic of the Mother Road without feeling rushed. At around 2,448 miles from Chicago to Santa Monica, Route 66 is packed with historic landmarks, quirky roadside attractions, and breathtaking landscapes. With four weeks at your disposal, you can explore at a more relaxed pace, dive deeper into local history, and truly embrace the spirit of this legendary highway.

If you’re planning on driving the entire route in a month, you’ll be averaging about 80 miles per day. That’s a comfortable distance that allows for leisurely mornings, spontaneous detours, and extra time at must-see stops. Want to spend an afternoon exploring the Blue Whale of Catoosa? No problem. Feel like lingering in Santa Fe to soak up the arts and culture? You’ve got time. Unlike shorter itineraries, a four-week journey means you can take scenic byways, explore off-route attractions, and even stay a couple of nights in your favorite towns along the way.

That said, a month-long road trip still requires planning. Mapping out key stops, accommodations, and must-visit attractions will help you make the most of your time. Consider staying multiple nights in Route 66 cities like Chicago, St. Louis, or Tulsa to fully experience their unique offerings. And don’t forget to factor in rest days—Route 66 may be an adventure, but even the most dedicated road trippers appreciate a break now and then!

Of course, if a full month on the road isn’t in the cards, you can always break up the trip into smaller segments. Drive from Chicago to Oklahoma City one year, then pick up where you left off the next. Whether you tackle Route 66 all at once or in stages, the journey is what matters most. Below, we’ve outlined a 30-day itinerary to help you plan your perfect Route 66 adventure, ensuring you don’t miss a single mile of history, nostalgia, and roadside charm.

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How to Maximize Your Time and Enjoyment on a 4-Week Route 66 Road Trip

Spending a full month on Route 66 gives you the luxury of time, but with so much to see, even 30 days can feel like it flies by. With thousands of miles of history, roadside attractions, classic diners, and stunning landscapes ahead, it’s still important to plan wisely to get the most out of your adventure. Whether you’re aiming to see as much as possible or prefer a slower pace, here are some ways to maximize your time and enjoyment on a four-week Route 66 road trip.

Book Your Accommodation Ahead

Even with a longer trip, pre-booking your hotels and motels can save time and stress. While it’s tempting to stay flexible, some of Route 66’s most famous lodgings—like the Blue Swallow Motel in Tucumcari or the Wigwam Motel in Holbrook—book up fast. Reserving in advance ensures you won’t have to scramble for a room at the end of a long driving day. Plus, it lets you focus more on the road and less on last-minute logistics.

Consider a One-Way Rental or Return Route Options

If you plan to drive Route 66 one way and then fly home, renting a one-way vehicle is a great option. Some rental companies allow you to pick up a car in Chicago and drop it off in Los Angeles. However, if you prefer to drive both ways, consider taking a different route home—maybe following I-40 for a quicker return or taking scenic detours through the Southwest or the Rocky Mountains to add variety to your trip.

Plan for Rest Days

While you won’t be racing the clock like on a one-week road trip or two-week trip, driving every day can still be exhausting. Build in a few rest days where you stay put and explore one area at a relaxed pace. Cities like Santa Fe, Albuquerque, and St. Louis offer plenty to do, while spots like the Grand Canyon or the Petrified Forest provide opportunities to unwind in nature.

Stop at Double-Duty Attractions

Maximize your time by visiting attractions that serve multiple purposes. Stay at a historic Route 66 motel that also offers a museum or gift shop. Dine at a restaurant that doubles as a roadside attraction. Fuel up at vintage gas stations-turned-photo ops. Combining stops helps you see more without feeling rushed.

Balance Quality and Quantity

With four weeks, you have more flexibility to decide whether you want to hit as many stops as possible or spend more time at key locations. Love history? You might want to allocate extra time for museums like the Route 66 Hall of Fame in Pontiac, Illinois, or the National Route 66 Museum in Elk City, Oklahoma. Prefer natural wonders? Plan longer stops for places like the Petrified Forest National Park and Oatman’s rugged desert landscape. Make sure your itinerary reflects your interests so you get the most enjoyment out of your trip.

Be Flexible

Even with a whole month to explore, surprises will happen. Some attractions might be closed for the day, you might stumble upon an unexpected festival, or you could find yourself wanting to linger at a favorite stop. Flexibility allows you to embrace these moments without feeling pressured to stay on a strict schedule. A month-long road trip is as much about the journey as it is about the destinations, so leave room for the unexpected.

Route 66 Road Trip 4 Weeks at a Glance

There are infinite ways to split up a Route 66 road trip into four weeks. This is our recommended breakdown. Below we will expand this Route 66 road trip 4-week itinerary to show all the highlights you’ll see along the way!

Route 66 Road Trip 4-Week Itinerary

Got a whole month to explore Route 66? You’re in for the road trip of a lifetime! This four-week itinerary breaks down the journey from Chicago to Los Angeles, with each section including starting and ending points, mileage, estimated driving time (just the time behind the wheel, not including stops or detours), and plenty of ideas for where to stop, stay, and eat along the way.

With 28 to 30 days on the road, you’ll have the time to slow down, soak in the sights, and truly experience the heart and soul of The Mother Road. Unlike our 1-week, 2-week, or even 3-week itineraries, this trip gives you the luxury of sticking close to the original route, taking in all the must-see stops, and lingering a little longer in your favorite places.

We’ve mapped this out over 30 days, building in an extra weekend, or two days, to enjoy Chicago or Santa Monica before and after travel exploring. If you’ve only got exactly four weeks (28 days), no worries! Here are a few ways to adjust your trip:

• Skip the extra day in Chicago and/or Santa Monica.
• Trim one or two of the “stay put” days in places like St. Louis, Springfield (Illinois or Missouri), or Tulsa.
• Skip a detour, such as Santa Fe or the Grand Canyon.
• Combine legs of the trip by driving straight from Shamrock to Tucumcari, Holbrook to Williams, or Barstow to Santa Monica.

Now, all that’s left to do is hit the gas and enjoy the ride! Follow this four-week Route 66 itinerary and get ready for the ultimate road trip adventure down America’s most iconic highway.

Before you hit the open road, take a day to soak in the sights, sounds, and deep-dish delights of Chicago! This four-week Route 66 itinerary starts with a full day in the Windy City, giving you a chance to explore before heading west on America’s most iconic highway.

First things first: get settled. If you’re flying in, grab your rental car at the airport or a pickup location in the city. If you’re staying downtown, keep in mind that parking can be pricey, so plan accordingly. Already a local or driving your own car? Perfect—you’re all set to hit the road bright and early tomorrow!

Now, let’s talk about where to stay. Chicago has no shortage of great hotels, but if you’re looking for a little Route 66 nostalgia, check out our list of classic Route 66 motels in Illinois. Wherever you stay, be sure to get a good night’s rest—once you start driving, there’s a whole lot of adventure ahead.

But before you call it a night, take some time to explore! Here are a few ideas for making the most of your Route 66 kickoff in Chicago:

• Visit the “official” Route 66 starting point at Navy Pier, marked with a “The Road Begins Here” sign and a mural inside Harry Caray’s Tavern.
• Take an architectural boat tour, one of the best ways to see Chicago.
• Explore the Art Institute of Chicago, one of the best museums in town, located right across the street from the Route 66 Begins Sign.
• Have a meal at The Berghoff Restaurant, which opened before Route 66 in 1898.
• See Chicago from above with a trip to the Willis Tower Skydeck.
• Explore the neighborhoods! Chicago is more than downtown. Hop on the el and check out some of the neighborhoods like Lakeview, Wicker Park, or Lincoln Square.
• Try some famous Chicago Deep Dish Pizza at Lou Malnati’s, Pizzeria Uno, or Pizano’s, or on a Chicago Pizza Tour.
• Take in a show at the Chicago Symphony Orchestra, Goodman Theatre, Steppenwolf, or Broadway in Chicago.

Tomorrow, you’ll start your journey west, leaving the skyscrapers behind for the neon signs, quirky attractions, and historic roadways that make Route 66 a dream road trip. So enjoy your day in Chicago—because from here on out, it’s all about the Mother Road!

Your first official day on Route 66 takes you from Chicago to Atlanta, Illinois. Start your morning with a quick selfie at the Historic Route 66 Begin Sign and then grab a delicious diner breakfast at Lou Mitchell’s Restaurant down the road. On the days they are open (Wednesday-Sunday) they start serving breakfast at 6am or 7am, get there early to avoid a crowd and to get a head start on your drive!

From here you have a lot of ground to cover and a lot of fun things to see along the way. Here are some potential highlights to add to your day two itinerary:

• It will be too early for lunch, but you can still pull over at Henry’s Drive-In to check out their giant hot dog.
• Meet the Blues Brothers (in statue form) and learn local history at the Joliet Area Historical Museum and Route 66 Welcome Center. While in town, stop at the Rich & Creamy, Route 66 Park, and Dick’s Towing Service.
• Give a space-age hello to the Gemini Giant Muffler Man.
• Explore Ambler’s Texaco Gas Station and take photos with one of the interactive 3D Route 66 Shield Sculptures.
• Step into history at the Odell Historic Standard Oil Filling Station.
• Learn more about Route 66 in Illinois and take your picture in front of one of the biggest murals on The Mother Road at the Illinois Route 66 Hall of Fame and Museum.
• Take a walk down memory lane at Route 66 Memory Lane an original stretch of The Mother Road.
• Pull over to explore Sprague’s Super Service.
• Make a sweet pit stop at Funks Grove Pure Maple Sirup Farm.

Where to Eat Lunch on Route 66 in Illinois

You might pass them a little too early in the day for lunch, but if you can swing it, the fried chicken Dell Rhea’s Chicken Basket in Willowbrook or White Fence Farm in Romeoville can’t be beat.

If you’re not hungry until a little later in the drive, save your appetite for some of Polk-a-Dot Drive In‘s famous chili cheese fries in Braidwood or a down-home bacon cheeseburger at Old Log Cabin in Pontiac.

Browse Illinois Route 66 Restaurants

From there, continue to Atlanta, Illinois, known as the “Land of the Giants.” Snap a photo with the famous hot dog-holding Muffler Man, then head across the street to the American Giants Museum, home to the Snerd Giant, Texaco Big Friend, Carpet Viking, Space Man, Indian Brave, and Phillips 66 Cowboy. While in town, you can also explore the Atlanta Route 66 Park, the historic Atlanta Public Library & Seth Thomas Clock Tower, and the J.H. Hawes Grain Elevator & Museum. If you arrive late in the day, some attractions may be closed, but you can still admire them from the outside.

Where to Eat and Stay in Atlanta, Illinois

After covering the first 100 or so miles of Illinois Route 66, Atlanta makes a great place to rest up for the journey ahead. Enjoy dinner and a slice of pie at Country-Aire Restaurant, and be sure to check out their new pie-holding Uniroyal Gal while you’re there! Then, settle in for the night at the Travelodge by Wyndham Route 66 Atlanta (formerly The Trail Inn), a roadside stay just down the road.

Book an Atlanta, Illinois Hotel

Best Illinois Route 66 Motels

On day three of this four-week Route 66 itinerary, the drive from Atlanta to Springfield covers just 45 miles—but what this short stretch lacks in distance, it more than makes up for in roadside charm. Keep an eye out for some classic quirky stops, including the World’s Largest Railsplitter Covered Wagon, the Abraham Lincoln Watermelon Monument, the Cow in the Corn Sculpture, and the Big Mel-O-Cream Donut.

Once you arrive in Springfield, the rest of the day is all about exploring the capital of Illinois. Start your morning with a sweet treat from Mel-O-Cream Donuts, then get ready to dive into these local legends:

• Get to know the “Land of Lincoln” by visiting the Abraham Lincoln Presidential Library and Museum, Lincoln Home National Historic Site, and Lincoln’s Tomb at Oak Ridge Cemetery.
• Dive into history at the Illinois State Capitol Building, Old State Capitol State Historic Site, and Illinois State Museum.
• Virtually visit and learn about the historic Black people, businesses, and events in Illinois Route 66 Green Book cities at Route History.
• Explore the quirky side of Springfield at the Lauterbach Giant Muffler Man, the Pink Elephant with Martini, and Ace Sign Museum.
• Step into the past at some vintage service stations, like Mahan’s Filling Station or Shea’s Gas Station Museum.
• Watch a movie in your car at Route 66 Drive-In Theater.

Where to Eat in Springfield, Illinois

When it comes time for lunch and dinner, there are two must-stop Route 66 restaurants you have to add to your itinerary.

For lunch, stop at a fan favorite Cozy Dog Drive In. Home to the original corn dog, this classic joint is a Route 66 classic.

For dinner, head to Route 66 Motorheads Bar and Grill and grab a delicious bite to eat from their curated menu of American favorites (try a local favorite, the horseshoe!), drink an ice-cold drink from the bar, listen to live music, or explore a treasure trove of Americana memorabilia at their museum. Outside you’ll find the World’s Largest Route 66 Sign being held up by a custom muffler man.

Browse Illinois Route 66 Restaurants

After dark, head to one of the coolest attractions on Route 66: the Route 66 Experience at the Illinois State Fairgrounds. This condensed version of The Mother Road takes visitors on a walkthrough of the highlights of all 421 miles and 92 communities on Illinois Route 66. While you can visit any time, it’s best seen after sunset when all the neon lights are lit.

Spend the morning of your fourth day on The Mother Road exploring any Springfield sights you may have missed. Once you’re ready to roll, continue your journey along Route 66.

Just south of Springfield, keep an eye out for the Original Route 66 Brick Road in Auburn, also known as Brick 66. This 1.4-mile stretch of hand-laid brick road from 1931 is a rare chance to drive on an original piece of Route 66 history. Enjoy the ride, soak in the nostalgia, and then get ready to discover more roadside attractions along the way!

Your next stop is Litchfield, Illinois, a town rich in Route 66 history. Start at the Litchfield Museum & Route 66 Welcome Center to learn about the area’s connection to the Mother Road. Then, take a stroll to see the historic Litchfield Carnegie Library Building, snap a photo with the Greetings from Litchfield Mural, and strike a pose at the Six on 66 Monument.

When hunger strikes, grab a meal at a true Route 66 icon: The Ariston Cafe. Opened in 1924, this legendary restaurant is one of the oldest on the route and serves up a mix of American, Southern, Italian, and Greek favorites.

After lunch, continue west and get ready for more classic roadside attractions as you make your way closer to the Illinois-Missouri border.

• Drive to the past at Soulsby Service Station.
• Visit a menagerie of over-the-top roadside attractions at the Pink Elephant Antique Mall.
• Look up to see the World’s Largest Catsup Bottle glistening in the sky.
• Cross the Mississippi from Illinois to Missouri by taking a stroll over the Old Chain of Rocks Bridge.

You’ve made it to St. Louis! If you’re looking for dinner consider ordering a local St. Louis–style pizza! The unique pie has a thin, cracker-like crust and is topped with Provel cheese! You can find it at several local establishments, including a favorite chain, Imo’s Pizza.

Don’t forget dessert! Stop at Ted Drewes for their famous frozen custard!

Where to Stay in St. Louis, Missouri

While there aren’t any specific Route 66 hotels in St. Louis, there are a lot of hotels with a history as long as the road. For a special stay, book a room at a historic downtown hotel with a past, like the St. Louis Union Station Hotel, Drury Plaza Hotel St. Louis at The Arch, or Magnolia Hotel St. Louis.

Book a St. Louis Hotel

Best Missouri Route 66 Motels

After crossing the Mississippi River into Missouri, spend your fifth day exploring St. Louis, a city packed with history, culture, and classic Route 66 charm. From iconic landmarks to hidden gems, there’s plenty to see and do before continuing your journey down the Mother Road. Here are a few things you can add to your day-long itinerary:

• Take a tram ride to the top of the Gateway Arch. Or just admire it from below.
• Explore exhibits on St. Louis history at the Missouri History Museum.
• Have an interactive adventure at the whimsical City Museum.
• Discover one of the largest collections of historic trains, cars, and other vehicles at the National Museum of Transportation.
• Snap a photo with a giant neon tribute to classic roadside Americana: the World’s Largest Amoco Sign.
• Sample beers and visit the famous Clydesdales by taking a tour of the Anheuser-Busch Brewery.
• Watch the St. Louis Cardinals play at Busch Stadium.

Where to Eat in St. Louis, Missouri

St. Louis is known for its unique regional cuisine, so make sure to try some local favorites:

• Pappy’s Smokehouse: Famous for its Memphis-style ribs and barbecue.
• Charlie Gitto’s: A classic spot for toasted ravioli, a St. Louis specialty.
• Crown Candy Kitchen: A retro soda fountain serving up hearty sandwiches and legendary malt shakes.
• Blueberry Hill: A landmark restaurant and music venue in the Delmar Loop, serving up burgers and nostalgia.

Browse Missouri Route 66 Restaurants

After a full day of sightseeing and good eats, rest up for the journey ahead—you still have plenty of Route 66 adventures waiting for you!

Start your morning in St. Louis by grabbing breakfast to go at Donut Drive-In, an unpretentious bakeshop that has been serving classic doughnuts since 1953. With a belly full of coffee and pastries, it’s time to continue heading west.

The main attraction of your morning will be a visit to Meramec Caverns. This massive cave system has been drawing visitors since the 1930s with its stunning limestone formations, colorful mineral deposits, and fascinating history—including legends of Jesse James using it as a hideout. Take a guided tour through the caverns to see breathtaking underground wonders like the Wine Table and the Stage Curtain.

After taking a tour of the caverns, it’s straight on to Cuba, Missouri. Stop at Fanning 66 Outpost to grab a souvenir and check out the Route 66 Rocker (the former world’s largest rocking chair). Grab lunch at Rich’s Famous Burgers (coming soon to the old Weir on 66 space), where you can enjoy comfort food in a 1932 filling station. Then take a wander around town to explore all of the murals around town. Cuba is known as Route 66 Mural City, with public art around town that depicts historic scenes with both local and national themes.

For dinner, head to Missouri Hick Bar-B-Que, where you can choose from a variety of barbecued meats and sides among rustic, Route-66-themed decor.

Wagon Wheel Motel

While in Cuba, spend the night at the Wagon Wheel Motel, the oldest continuously operating motel on historic Route 66.

The motel offers 19 beautifully restored rooms that still capture the original vintage vibe, but with all the comforts of modern travel. Before you settle in for the night take some photos with the iconic neon sign and then grab a seat by the firepit and soak in the charm of this classic Route 66 stop.

Learn More About Wagon Wheel Motel

Best Missouri Route 66 Motels

After checking out of the Wagon Wheel, head down the block for breakfast at Shelly’s Route 66 Cafe. A hearty helping of pancakes, biscuits and gravy, or an omelet will help get you ready for the drive ahead. From here, it is on to Springfield, Missouri, but not without making some fun stops along the way:

• Admire the Hillbilly Sign at the former Mule Trading Post.
• Explore Larry Baggett’s Trail of Tears Memorial.
• Cross Devil’s Elbow Bridge.
• Taste the delicious fudge at Uranus Fudge Factory And General Store (and check out all the fun sites on the property).
• Experience the ultimate glow up at Route 66 Neon Park.
• Take a gander at Frog Rock, a local legend.
• Peep into history at the Lebanon Route 66 Museum.
• You won’t be staying at Munger Moss Motel, but you should stop by to admire the neon sign!
• Need a bathroom break? Pull over at the Missouri Route 66 Welcome Center Rest Area.

You’ve made it to Springfield, Missouri, “The Birthplace of Route 66!” It was here where the iconic highway’s name was officially christened in 1926. And, today, Springfield is still a must-visit city, with its rich history, charming atmosphere, and abundance of Route 66 landmarks to explore. Here are some highlights:

• Admire the World’s Second Largest Fork.
• Visit the Birthplace of Route 66 Roadside Park.
• Take photos with the Hubcaps on Route 66 Sculpture.
• Stop into the Springfield Route 66 Visitor Center.
• Take photos with the Birthplace of Route 66 Monument and explore Birthplace Plaza.
• Dive into the past at the History Museum on the Square and the Air and Military Museum of the Ozarks.
• Drive into the past at the Route 66 Car Museum.
• Go underground at the Crystal Cave or Fantastic Caverns.
• Play a mini round at Getaway Golf.
• Get your gas and snack fix at Buc-ees.
• Catch a show at the Gillioz Theatre (or just admire the marquee from the outside).

When it comes time for lunch or dinner, burgers are the name of the game, with several classic fun restaurants that will satisfy anyone’s cravings, including Joe’s Route 66 Diner in Strafford, the Route 66 Steak ‘n Shake, Black Sheep Burgers and Shakes, Civil Kitchen, and Druff’s. Eat in or take a meal to go back in your motel room!

If you’re looking for a nightcap after a long day on the road, end your night at The Golden Girl Rum Club for a tropical cocktail or Mother’s Brewing Company for a local pint.

Where to Stay in Springfield, Missouri

There are plenty of chain hotels in Springfield, Missouri. But if you want a truly authentic experience, staying at one of the classic Route 66 motels here is a must. Two of the best motels on all of Route 66 are located in Springfield: the Best Western Route 66 Rail Haven (stay in the Elvis suite if you can!) and Rockwood Motor Court.

Book a Springfield Hotel

Best Missouri Route 66 Motels

Kick off day eight of your Route 66 adventure with a classic diner breakfast at College Street Cafe, a Springfield staple serving up comfort food since the 1950s. Load up on eggs, toast, and a hot cup of coffee before heading out to explore more of what Springfield has to offer.

Use the morning to check off anything you didn’t get to on day seven, but don’t pack your schedule too tight—leave a little room for spontaneous stops between Springfield and Carthage.

While you could spend another night in Springfield, consider getting a head start on tomorrow’s journey by making the one-hour drive to Carthage. Not only will you shave some time off the next day’s itinerary, but you’ll also have the chance to stay at another historic Route 66 motel. Along the way, be sure to check out these must-see spots:

• Explore the vintage wonderlands at Gary’s Gay Parita and Spencer Station.
• Look to the past at Red Oak II.
• Step into the quirky grounds of Precious Moments Chapel.

You’ve made it to Carthage and the famous Boots Court Motel! Check in and be sure to check out the on-site visitor center and gift shop while you’re there!

Boots Court Motel

Boots Court Motel in Carthage, Missouri first opened its doors in 1939, and it’s still welcoming travelers today, making it one of the oldest operating motels on Route 66.

Travelers can enjoy a night in one of its 13 fully restored rooms. Each space has been meticulously furnished to match the 1930s and 40s era when the motel first opened. Expect vintage touches like art deco headboards and chenille bedspreads.

Learn More About Boots Court Motel

Best Missouri Route 66 Motels

After settling in, end your night by taking a short drive to Joplin for a wide-range of dinner options. Stop for some photos at Route 66 Mural Park, then grab a table at one of these restaurants:

• Red Onion Café
• Undercliff Grill & Bar
• Wilder’s Steakhouse

Enjoy a nice meal then head back to your motel for a quiet night’s sleep. Tomorrow is a big day, so you’ll want to fuel up and rest up!

Today’s journey takes you through three states, so be sure to start your day with a hearty diner breakfast at Iggy’s Diner, a modern joint with retro charm. Try an egg special, chicken fried steak, or a stack of pancakes.

Once you’re sufficiently satisfied, hop in your car, and cruise down the last few miles of Missouri and into Kansas.

Kansas is the shortest state on Route 66, but you should still plan time on your Day Nine itinerary to stop at all of the best places in Kansas. Here are some highlights:

• Drive under the Route 66 Centennial Arch and through the Drive-Through Route 66 Sign.
• Meet some of the stars of Cars at Luigi’s Pit Stop and Cars on the Route.
• Explore the Galena Mining and Historical Museum.
• Shop and take photos at Gearhead Curios and the Big A Texaco Giant Muffler Man.
• Stop for souvenirs and a sandwich at Nelson’s Old Riverton Store.
• Walk across the Rainbow Bridge.
• Learn something new at the Baxter Springs Heritage Center & Museum.
• Get Route 66 info at the Baxter Springs Independent Oil and Gas Service Station Visitors Center.

After driving through Kansas, it’s time to spend the rest of the day in Oklahoma. Here are some some of the best places to stop at:

• Grab lunch to go at at Waylan’s Ku-Ku Burger.
• Find vintage charm (and Route 66 cookies) at the Dairy King and Allen’s Conoco Fillin’ Station.
• Explore the Coleman Theatre.
• Stop for lunch at at Clanton’s Cafe or head to Hi-Way Cafe and explore their Big Bill muffler man, Chef Muffler Man, and other roadside giants.
• Wander around Ed Galloway’s Totem Pole Park.
• Say hi to the Blue Whale of Catoosa.

From here it is on to Tulsa, your destination for the night and the entire next day. Stop for a Tex-Mex dinner at El Rancho Grande Mexican Food Restaurant and retire to your hotel to relax for the night.

Where to Stay in Tulsa, Oklahoma

Tulsa is home to several great hotels, whether you want to stay in a classic roadside experience, a renovated landmark, or a modern gem. Some favorites include Desert Hills Motel, The Campbell Hotel, or Hotel Indigo. Book two nights so you can spend day five exploring all that Tulsa has to offer!

Book a Tulsa Hotel

Best Oklahoma Route 66 Motels

After a week and a half on the road, it’s time to slow down and soak up the sights in Tulsa, Oklahoma. This vibrant city is packed with Route 66 history, stunning Art Deco architecture, world-class museums, and plenty of quirky roadside attractions.

Spending a full day here gives you the chance to explore at your own pace, and no matter what you’re into, Tulsa delivers the perfect mix of classic Route 66 nostalgia and modern charm. So park the car, stretch your legs, and get ready to experience everything Tulsa has to offer!

There are plenty of things to see, both on Route 66 and off, in Tulsa, making it an ideal place to place roots for a day. Here are some of the best Tulsa Route 66 attractions to include in your day in the city:

• Get breakfast at Wildflower Cafe.
• Shop for souvenirs at Buck Atom’s Cosmic Curios on 66 and enjoy the view of the Buck Atom Space Cowboy Muffler Man and Stella Atom Space Cowgirl Uniroyal Gal.
• Stand under the Meadow Gold Sign, do some shopping at Meadow Gold Mack and and 66 Collective, and visit the Meadow Gold Mack Muffler Man, Cowboy Bob Muffler Man, and Rosie the Riveter Uniroyal Gal.
• Check out the East Meets West Symbolic Route 66 Midpoint sculpture and the Neon Park.
• Learn about Black stories at the Greenwood Cultural Center and the Black Wall Street Memorial.
• Stand next to The Golden Driller.
• Explore the open-air Route 66 Historical Village.
• Step into a film set at The Outsiders House Museum.
• Visit the Woodie Guthrie Center or the Bob Dylan Center.
• Enjoy nature at the Gathering Place.
• Catch a show or just admire the neon sign at Cain’s Ballroom.
• Drive a little further down the road to catch a drive-in movie at Tee-Pee Drive In in Sapulpa.

Where to Eat Lunch and Dinner in Tulsa

If you’re hungry in Tulsa, there are plenty of places to choose from. Two favorites are the classic diner, Tally’s Good Food Café or the Mother Road Market, a modern food court that has something for everyone!

Browse Oklahoma Route 66 Restaurants

Get ready for an exciting drive as you continue west from Tulsa to Oklahoma City on Route 66. This stretch of The Mother Road is packed with must-see attractions, from classic roadside oddities to historic landmarks. After checking out of your Tulsa hotel, hit the road and keep your camera ready—there’s plenty to discover along the way! Here are some of the best stops to make on your journey:

• Stop for photos at the Crossroads Of America Sign.
• Admire the World’s Tallest Gas Pump at the Heart of Route 66 Auto Museum.
• Explore the Bristow Train Depot and Museum.
• Stop for lunch at Rock Cafe.
• Pull over at the Neon on Main neon signs.
• Drive on the original Brick Paved Broadway Street.
• Peruse the Chandler Route 66 Interpretive Center.
• Stop at Rt 66 Bowl—even if you don’t have time for a game, check out the vintage sign out front!
• View the Historic Threatt Filling Station.
• Have fun at OK County 66.
• Walk around the Arcadia Round Barn.
• Drink a weird soda and admire the World’s Largest Soda Bottle at Pops 66.
• Take fun photos with the Blue Hippo in Edmond.

After a long day of exploring, settle into your Oklahoma City hotel and grab dinner at one of these Oklahoma restaurants: Cattlemen’s Steakhouse, Cheever’s Cafe, or Leo’s BBQ.

Where to Stay in Oklahoma City, Oklahoma

Oklahoma City has a whole array of accommodation options to choose from. If you’re looking for a unique hotel in Oklahoma City that combines vintage charge, modern amenities, and plenty of Instagram-worthy moments, you’ve got to spend the night at The Classen Inn. The renovated 1963 motel complements its original Googie architecture and neon sign with modern amenities and hip artwork and murals. Be sure to book for two nights because tomorrow is all about Oklahoma City!

Book an Oklahoma City Hotel

Best Oklahoma Route 66 Motels

Oklahoma City is a destination packed with history, culture, and plenty of roadside charm. With a full day to explore, you’ll have time to take in the city’s Route 66 landmarks, dive into its Western heritage, and enjoy some fantastic food. Here are some ideas for what to do with a day in OKC:

• Find the Milk Bottle Grocery.
• Admire the Gold Dome Building and the Oklahoma State Capitol.
• Take in a show at the Tower Theatre (or just check out the vintage sign).
• Take a spin on the Wheeler Ferris Wheel and OKC Sign.
• Enjoy good food, fun shops, and fantastic street art in the popular Bricktown Entertainment District.
• Experience cowboy culture a the National Cowboy & Western Heritage Museum.
• Learn something new at the American Banjo Museum, Oklahoma Museum of Telephone History, or The American Pigeon Museum & Library.
• Take in the collective histories of of the First American Nations in Oklahoma at the First Americans Museum.
• Find modern Route 66 landmarks, like the Route 66 Centennial Sign or Robots on 66 (RT-19).
• Celebrate local celebrities by seeking out the Mickey Mantle Statue and Miss America Statues.
• Have an interactive adventure at Factory Obscura.
• Pay your respects at the Oklahoma City National Memorial & Museum.

Start Day Thirteen with a good (and early) breakfast at HunnyBunny Biscuit Co or Sunnyside Diner. You’ll need the fuel because this is a long day of driving and stops! Today you will dip your toes into two states, finishing up Oklahoma and making it into Texas.

After filling up on a good breakfast, hop in your car and get ready to explore the rest of Oklahoma! Here’s what you’ll pass on this next leg of your journey.

• Take fun photos at the El Reno Mother Road Monument.
• See muffler men with a twist the the Muffler Men Cutouts Mural.
• Pay respects to the Mother of the Mother Road at Lucille’s Historic Highway Gas Station.
• Have a blast at the Weatherford Rt. 66 Spaceman.
• Learn something new at the Oklahoma Route 66 Museum.
• Visit history at the National Rt 66 and Transportation Museum.
• Stop into the unusual Sandhills Curiosity Shop.
• Explore the ghost town of Texola.

Lunch in Oklahoma

If it’s not too early in the day, pull over in EL Reno to try a local delicacy: the fried onion burger. With a a caramelized crust of onions fused with juicy beef that’s full of flavor in every bite, this is no ordinary hamburger. Try one for yourself at Johnnie’s Hamburgers & Coneys, Sid’s Diner, or Robert’s Grill.

If you’re not quite hungry yet, save your appetite for Lucille’s Roadhouse in Weatherford, a highway diner built to resemble the original Lucille’s Historic Highway Gas Station.

Browse Oklahoma Route 66 Restaurants

Next up on your Route 66 adventure: Texas! This stretch of the Mother Road is packed with unique museums, quirky roadside attractions, and remnants of the past that tell the story of the highway’s golden era. Tonight, you’ll be stopping in Shamrock, so make sure to set aside time to explore the best things to do in Shamrock before continuing west.

• Admire the historic Conoco Tower Station and U-Drop Inn.
• Learn about local history at the Pioneer West Museum.
• Take a peek at the Magnolia Gas Station.
• Find Ireland in Texas at Blarney Stone Plaza and the Fake Blarney Stone down the way.

Before retiring to your motel room for the night, treat yourself to dinner at Grif’s Steakhouse, with a menu featuring steakhouse fare like rib eyes, filets, loaded baked potatoes, and bacon-wrapped asparagus. Or stop at the iconic U Drop Inn Cafe for a slice of meatloaf or a pulled pork salad.

Where to Stay in Shamrock, Texas

Shamrock, Texas is a great place to spend the night on your Route 66 road trip. It’s a convenient stopping point for those with lots of attractions on their itinerary. Luckily, Shamrock has plenty of classic motels to choose from, like the Shamrock Country Inn Motel, Western Motel, and Blarney Inn. Book a room and spend some time exploring all the attractions in town.

Book a Shamrock Motel

Best Texas Route 66 Motels

Day 14 of your Route 66 journey takes you deeper into the heart of Texas, from Shamrock to Amarillo. This stretch of the road is filled with classic roadside attractions, historic landmarks, and wide-open Texas landscapes that make for an unforgettable drive.

If you spent the night at Shamrock Country Inn, don’t forget to stop in for breakfast and make yourself a Texas-shaped waffle before you leave. Then hop in your car and begin the journey to Amarillo! Look for these fun stops on your drive:

• Take a look at the 66 Super Service Station.
• Learn Something new at the Route 66 Museum & Devil’s Rope Museum.
• Pull over for the Leaning Tower of Texas and the Groom Cross.
• Admire the Stoner Patriot Peace Garden of All Faiths.

Once you hit Amarillo, there are plenty of quirky sites to explore:

• Slug some bugs at VW Slug Bug Ranch.
• Spray paint a legendary roadside attraction at Cadillac Ranch.
• Take a gander at the 2nd Amendment Cowboy Muffler Man.
• Get a leg up at Ozymandias on the Plains.
• Look up and admire the Floating Mesa.
• Wander through the Jack Sisemore RV Museum.

The Big Texan Steak Ranch

If you worked up a big appetite from a big day of driving on Route 66, there’s only one meal for you: the 72-ounce steak challenge at The Big Texan Steak Ranch. Not quite that hungry? Don’t worry, they have more modest size portions too. If you’re driving through Amarillo around lunch time, they even have lunch specials!

Learn More About The Big Texan Steak Ranch

Browse Texas Route 66 Restaurants

Where to Stay in Amarillo, Texas

When it comes to finding a place to stay in Amarillo, you’ve got some great options. For a comfortable and affordable stay, Atrea Inn offers modern amenities with a cozy, boutique feel. If you’re looking for a more upscale experience, The Barfield, Autograph Collection blends luxury with a touch of Amarillo’s Western heritage, right in the heart of downtown. And for those who want a classic Route 66 experience, The Big Texan Motel—connected to the legendary Big Texan Steak Ranch—is a fun, themed stay with Wild West-style rooms and easy access to that famous 72-ounce steak challenge. No matter where you choose, you’ll be well-rested for another day of exploring the Mother Road!

Book an Amarillo Motel

Best Texas Route 66 Motels

Today is a very special day on Route 66—you’re halfway through the itinerary and halfway through the route!

As you drive from Amarillo towards New Mexico there is one stop you can’t miss: the Route 66 Midpoint Sign! As you pull over at this spot for selfies you’ll know that you’ve officially made it halfway on Route 66! Stop at Route 66 Midpoint Cafe for a cup of coffee, breakfast and a slice of their famous ugly crust pie. Complete your stop by popping next door to Dream Maker Station for some Route 66 souvenirs!

From here it is straight on to New Mexico! Pull over at the ghost town of Glenrio, straddling border, to check out the abandoned town of yesteryear. Then continue on to Tucumcari, where you’ll explore the town, find a hotel, grab some lunch and dinner, and get a good night’s sleep under the glow of some impressive neon signs. (Heads up that you’ll even gain an hour as you cross the border into the state!) Here are some Tucumcari to-dos to add to your Route 66 road trip 4-week itinerary:

• Explore the New Mexico Route 66 Museum. (Currently Closed)
• Take photos in front of the Route 66 Monument.
• Buy souvenirs at Tee Pee Curios.
• Visit the Mesalands Dinosaur Museum and Natural Sciences Laboratory, Tucumcari Historical Museum, and Tucumcari Railroad Museum.

When it’s time for lunch or dinner, there are several Tucumcari restaurants to choose from, but two of our favorites are Del’s Restaurant (with the big cow on its sign) or La Cita Restaurant (with the giant sombrero entrance). You can’t go wrong with either!

Be sure to check out all the restaurants, shops, and motels at night, when all the iconic neon is lit up!

Where to Stay in Tucumcari, New Mexico

Tucumcari, New Mexico is home to some of the most famous motels on Route 66. In fact, billboards once lined the roads leading into town with advertisements promoting the 2,000 motel rooms available in the area, earning its popular slogan, “Tucumcari Tonite!”

Two of our top picks for where to stay in Tucumcari, and, really, all of New Mexico, are the Blue Swallow Motel and Motel Safari. They both offer everything you could want in a modern motel while maintaining the vintage charm of Route 66’s heyday.

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Best New Mexico Route 66 Motels

As hard as it will be to check out of your Tucumcari motel, it’s time to hit the road again. Stop for a classic American breakfast at Kix On 66 then start heading towards Santa Fe!

New Mexico has two diverging alignments, with one heading straight to Albuquerque and the other taking a scenic detour through Santa Fe. If you’re following a shorter itinerary, you might have to make the tough call to bypass Santa Fe, but with four weeks to travel Route 66, you have the time to take the more historic—and arguably more scenic—route.

Santa Fe is the oldest capital city in the U.S., packed with centuries of history, stunning adobe architecture, and a vibrant arts scene. Taking the Santa Fe loop allows you to experience a side of Route 66 that predates the faster, more direct alignment. And since you have four weeks on the road, you can afford to take this scenic side trip without feeling rushed!

On your way there pull over to explore the Route 66 Auto Museum and famous Blue Hole in Santa Rosa. Then stop at Clines Corners Travel Center for gas, souvenirs, and a snack. Then continue north to “The City Different.”

Spend the rest of the day exploring Santa Fe! Check into your hotel, go out for lunch and dinner, and pack in as many tourist spots as you can handle! Look to day seventeen for a list of ideas!

One of our favorite Santa Fe Route 66 hotels is El Rey Court. This renovated 1936 motor court features dreamy accommodations with a retro vibe. Plus, it has an on-site bar (with delicious cocktails and mocktails) and one of the best pools on Route 66, perfect for anyone who needs to have a lazy day after all that time on the road! We won’t blame you if you need to take the afternoon off from exploring!

For dinner, head to The Pantry right next door for an authentic New Mexican meal.

Where to Stay in Santa Fe, New Mexico

Santa Fe offers plenty of unique and historic places to stay, but if you’re looking for a mix of retro charm and modern style, El Rey Court is our favorite. This revamped 1930s motor court blends Southwest aesthetics with a hip, laid-back vibe. For a more classic Santa Fe experience, La Fonda on the Plaza puts you right in the heart of the city, offering historic elegance with its traditional adobe architecture and rich history dating back to the 1600s. And if you want a budget-friendly stay with plenty of personality, The Mystic (formerly the Silver Saddle Motel) is a funky, fun option with a quirky vintage feel. No matter where you stay, you’ll find a warm welcome and plenty of Southwestern charm in Santa Fe! And don’t forget to book two nights!

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Best New Mexico Route 66 Motels

Today is all about soaking in the history, culture, and charm of Santa Fe! Kick off your day in Santa Fe Plaza, the heart of the city and a hub of activity for centuries. With so much to see and do, you could easily spend the entire day exploring this vibrant area. Start with breakfast at Plaza Cafe, the oldest restaurant in town, where you can sip on a rich cup of coffee and dig into a stack of Blue Corn Piñon Pancakes while watching the city come to life.

Once you’re fueled up, it’s time to hit the plaza and take in everything that makes Santa Fe special. This area is packed with unique shops, historic landmarks, and stunning architecture that showcase the city’s deep-rooted history. Here are some must-see highlights in the area:

• Admire the impressive Cathedral Basilica of St. Francis of Assisi.
• Visit San Miguel Chapel, the oldest church in the US, and De Vargas Street House, the oldest house museum.
• Check out the pueblo architecture of Palace of the Governers.
• Be wowed by the miraculous staircase at Loretto Chapel.
• Learn something new at the New Mexico History Museum.
• Immerse yourself in the New Mexico Museum of Art.
• Explore Burro Alley.
• Enjoy the famous art at the Georgia O’Keefe Museum.

Beyond the historic Santa Fe Plaza, there’s plenty more to explore with your two days in this vibrant city. Here are some more top spots to add to your itinerary:

• Hunt for quirky roadside attractions like Ethyl the Whale (a life-sized blue whale sculpture made entirely of recycled plastic), Camel Rock (a sandstone rock formation that looks just like a resting camel), and Yard Dog (a giant dog-shaped swing).
• Dive into culture at the Museum of Indian Arts & Culture, which brings Native American history to life with an incredible collection of pottery, textiles, and artifacts that tell the stories of the Indigenous people of the Southwest.
• Explore the Santa Fe Railyard Arts District. Once an industrial railyard, this area has been transformed into a bustling arts and entertainment hub. Here, you can wander through contemporary art galleries, check out local crafts at the Santa Fe Farmers’ Market, and grab a bite at one of the many trendy restaurants. If you’re lucky, you might even catch a live music performance or a pop-up art event.
• Step into another dimension at Meow Wolf Santa Fe. This isn’t your typical museum—it’s an interactive, mind-bending art experience that feels like stepping into another reality. The House of Eternal Return, created by Meow Wolf, is a massive, immersive installation filled with hidden passageways, glowing forests, and bizarre dreamlike rooms.
• Stroll Canyon Road’s art galleries. Santa Fe is known for its thriving art scene, and nowhere is that more evident than on Canyon Road. This historic street is lined with over 100 art galleries, featuring everything from traditional Native American pottery to contemporary sculptures and paintings. Even if you’re not an art collector, it’s a beautiful area to walk, window shop, and soak in the creative energy of Santa Fe.

With so much to see and do, your two days in Santa Fe will be packed with history, art, and roadside fun. Take your time, explore at your own pace, and enjoy everything this incredible Route 66 stop has to offer!

Where to Eat in Santa Fe

Santa Fe is a food lover’s paradise, especially if you’re craving authentic New Mexican cuisine. You’ll find plenty of spots serving up local favorites like green chile-smothered enchiladas, carne adovada, posole, and sopapillas dripping with honey. Whether you’re looking for a classic diner experience, a historic adobe eatery, or a modern twist on Southwestern flavors, there’s no shortage of great places to eat. Here are some top dining spots to check out:

• Tomasita’s
• Cafe Pasqual’s
• El Farol Restaurant
• La Plazuela At La Fonda
• Plaza Cafe
• The Pantry
• The Shed
• Tia Sophia’s

Browse New Mexico Route 66 Restaurants

On Day 18, we’re leaving Santa Fe and heading south to Albuquerque. The drive isn’t long, so you have time to make a quick detour to one of Route 66’s best hidden gems—the Route 66 Musical Highway, where your tires play a tune as you drive over the rumble strips. Or, take a scenic side trip to the Tinkertown Museum, a quirky, handcrafted wonderland of miniatures and memorabilia. Once you arrive in Albuquerque, the rest of the day is yours to explore the city’s rich Route 66 history, unique roadside attractions, and vibrant local culture.

Hungry in Albuquerque?

There are plenty of Route 66 establishments to choose from for lunch and dinner in Albuquerque, whether you’re hungry for classic diner fare, New Mexican favorites, and a fast food specialty. Here are our favorite recommendations:

• Loyola’s Family Restaurant
• 66 Diner
• Owl Cafe
• Dog House Drive In

Browse New Mexico Route 66 Restaurants

Once you arrive in Albuquerque, the rest of the day is yours to discover the city’s many attractions. Here are some must-see highlights to add to your itinerary:

• Explore Old Town Plaza and San Felipe de Neri Catholic Church.
• See snakes at the American International Rattlesnake Museum.
• For fans of Breaking Bad, you can take a tour, visit the store and museum, and pick up special blue candy at The Candy Lady.
• Check out the Chevy on a Stick: Cruising San Mateo 1.
• Learn something new at the Indian Pueblo Cultural Center, Albuquerque Museum, National Museum of Nuclear Science & History, or National Hispanic Cultural Center.
• Check out the Institute of Meteoritics Meteorite Museum or Telephone Museum of New Mexico.
• Admire the Kimo Theatre.
• Stand on the intersection of Route 66 and Route 66.
• Search for the Petroglyph National Monument.
• Take a ride on the Sandia Peak Tramway.

For a fun and spooky experience, end your night with a Ghost Tour of Old Town Albuquerque where you’ll learn about local lore on a lantern-lit tour. Then return to your Route 66 motel to take a swim or retire for the night.

If you have a little extra time and flexibility in your schedule, consider staying an extra night in Albuquerque to make the most of your visit. This will give you time to see even more of the city’s top sights and, most importantly, experience one of its most famous attractions—a hot air balloon ride. Albuquerque is known as the “Hot Air Ballooning Capital of the World,” and floating over the Rio Grande Valley at sunrise is an unforgettable experience. Several companies offer rides that provide breathtaking views of the Sandia Mountains and the sprawling desert landscape. If you’re visiting in October, you might even catch the Albuquerque International Balloon Fiesta, the world’s largest ballooning event.

Where to Stay in Albuquerque, New Mexico

Albuquerque, New Mexico, holds a prominent place in the history of Route 66. Established in 1706, it predates Route 66 by centuries, but its location along the route made it a pivotal stop for travelers, both in its heyday and today. The city’s Central Avenue thrived with motels, diners, and neon signs, defining the classic Route 66 experience.

While there are plenty of places to stay in Albuquerque, our pick is El Vado Motel. Opened in 1937, El Vado was one of the first Route 66 hotels in New Mexico. The hotel has been fully renovated and features historic character and charm combined with modern comforts and amenities. Enjoy your room, relax by the pool, or grab a beer at the on-site tap room.

Book an Albuquerque Motel

Best New Mexico Route 66 Motels

After leaving Albuquerque, it’s a straight shot to Gallup, but there are still some great stops along the way!

• Head to Budville Trading Co, a historic trading post with a storied past.
• Visit the centuries-old “Sky City” of Acoma Pueblo, a breathtaking Native American village perched atop a mesa.
• Explore rugged lava fields, caves, and scenic overlooks at El Malpais National Monument.
• Get a glimpse into the region’s rich mining history at the New Mexico Mining Museum.
• Cruise through the Route 66 Neon Drive-Thru Sign, a glowing tribute to the Mother Road.
• Hike to a frozen cave and an extinct volcano at Ice Cave & Bandera Volcano.
• Pull over at the classic Roy T. Herman’s Garage & Service Station.
• Stop at the Continental Divide Marker, where water flows in two different directions.

Classic New Mexican Fare

As you pull over for lunch it’s a good day to try some classic New Mexican fare. Two exceptional options are El Cafecito in Grants and Jerry’s Cafe in Gallup. Both offer a stand-out menu of enchiladas, chile rellenos, and tacos smothered in red or green chile (or try “Christmas style” and get both). And no visit would be complete without a fluffy sopapilla on the side!

Browse New Mexico Route 66 Restaurants

Once you reach Gallup there’s even more to explore. Park your car in one of the Main Street lots and see what Gallup Route 66 has to offer:

• Admire “Dude Man,” the Cowboy Muffler Man.
• Look for quirky finds like Galoop (the Route 66 loop statue) and the Big Kachina Statue.
• Stop into Richardson’s Trading Post and all the other Native American Trading Posts.
• Explore the Gallup Cultural Center and Navajo Code Talker Museum.
• Visit the Rex Museum.

Settle in for the night at one of the best motels on Route 66: the Historic El Rancho Hotel. For dinner try Jerry’s Cafe for excellent New Mexican food or take it easy and head down to the motel’s lobby to eat at The Silver Screen.

Where to Stay in Gallup, New Mexico

Sleep where the stars have at the Historic El Rancho Hotel, which has hosted some of Hollywood’s biggest movie movie stars and makers, including Robert Mitchum, Elia Kazan, Spencer Tracy, Katherine Hepburn, William Holden, Billy Wilder, Kirk Douglas, Gregory Peck, Troy Donahue, and more. Photos of the stars are peppered throughout the intricately designed property and each room is themed with a star’s photo and information.

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Best New Mexico Route 66 Motels

On Day Twenty of your Route 66 road trip you’ll leave Gallup and drive right into Arizona. As you enter the state you’ll enter the land of petrified wood and the Petrified Forest National Park.

The National Park takes around 45 minutes to an hour to drive the 28-miles straight through the park, but, you’ll want to plan for at least a few hours to get out of your car to enjoy the scenic views and many of the things to see in Petrified Forest National Park.

Tip: Get the National Park Pass, it will come in handy later in your trip!

Plan to spend the entire morning of your twentieth day on the road exploring, hiking, and taking breathtaking photos of your surroundings. Once you’ve seen it all, exit the park and head into Holbrook, but not without stopping at some of the quirky rock shops that line the area, like Painted Desert Indian Center, Stewart’s Petrified Wood, and Rainbow Rock Shop to do some shopping and check out the over-the-top dinosaur roadside attractions out front.

But the quirk doesn’t stop there if you spend the night in one of the tee-pee shaped hotel rooms at Wigwam Motel. It’s a quintessential stay for anyone traveling the Mother Road. Grab dinner next door at Butterfield Stage Co Steak House then retire for the night under the glow of the motel’s neon sign.

Wigwam Motel

“Have you slept in a Wigwam lately?” This iconic Route 66 motel has been attracting travelers from the road with its unusual architecture since 1950. Spend the night at the Wigwam Motel in Holbrook, Arizona. Also known as Wigwam Village No. 6.

Book a Holbrook Motel

Best Arizona Route 66 Motels

Today’s drive is a short one, covering just the 40-mile stretch between Holbrook and Winslow. If you’re pressed for time, you could easily combine this with the previous or next day’s itinerary. But with a full four weeks to explore Route 66, we’ve spaced it out to give you time to enjoy two of the Mother Road’s most iconic stays: the Wigwam Motel in Holbrook and La Posada Hotel in Winslow.

Take it slow in the morning—soak in the nostalgia of your Wigwam one last time before grabbing a coffee and a pastry at Studio 66 Cafe. With your first major stop not opening until 10 a.m., there’s no need to rush!

Once you’re ready to roll, make a couple of classic Route 66 stops along the way:

• Geronimo Trading Post: home to the world’s largest petrified tree and plenty of souvenirs.
• Jack Rabbit Trading Post: Snap a photo with the sit-on-me giant rabbit and check out the legendary “HERE IT IS” sign.

From there, it’s on to Winslow, Arizona, where you can plan to “Take it Easy” the rest of the day!

Winslow is best known for its claim to fame in the Eagles’ hit “Take It Easy,” and the town proudly celebrates it at Standin’ on the Corner Park. This must-stop attraction features a statue of a lone traveler and a trompe l’oeil mural that brings the song’s lyrics to life—complete with a flatbed Ford.

Snap some selfies at this iconic spot, then take a stroll around town to explore gift shops, public art, and unique attractions like the Tiny Church of the Mother Road and the Old Trails Museum. When hunger strikes, grab a local beer and a burger at RelicRoad Brewing or enjoy some classic Mexican food at The Brown Mug Cafe. Need something sweet? Stop by Sipp Shoppe for an ice cream or a crepe to top off your meal.

La Posada Hotel

La Posada Hotel isn’t just a place to rest your head—it’s a destination in itself. Built in 1929, it was the last and grandest of the legendary Harvey Houses, designed by Mary Colter as a luxurious stop along the Santa Fe Railway. Expect lush gardens, original Southwestern artwork, and an atmosphere that blends old-world charm with artistic flair. Each room is uniquely decorated, and you might just find yourself sleeping in a space once occupied by a Hollywood legend. La Posada is an experience, not just a stay.

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Best Arizona Route 66 Motels

After a day of exploring, check into La Posada Hotel, one of Route 66’s most legendary stays. Designed by renowned architect Mary Colter in 1929, this historic railroad hotel has hosted Hollywood stars, artists, and travelers for decades. Spend your evening wandering the lush gardens, admiring original Southwestern artwork, and discovering which celebrity’s room you’re staying in. Before calling it a night, don’t miss dinner at The Turquoise Room, one of the finest dining experiences on Route 66—be sure to order a prickly pear margarita to toast another great day on the road!

A new day, a new stretch of Route 66 to explore! Start your morning in Winslow with a hearty breakfast at Falcon Restaurant & Lounge, a classic local spot where you can fuel up on pancakes, eggs, and hot coffee before hitting the road. You won’t be covering a ton of miles today between Winslow and Flagstaff, but that just means more time for adventure along the way.

First up, get ready to make an impact at Meteor Crater Natural Landmark, the best-preserved meteorite impact site on Earth. Take in the breathtaking views from the rim, explore the interactive museum, and pose next to an Apollo test capsule.

Along the way, step into the ghosts of Route 66 past with stops at some of the most intriguing ruins along the highway. Meteor City, once a quirky roadside trading post with its iconic geodesic dome, now stands as a fading reminder of the golden age of Route 66 kitsch. Two Guns is an abandoned attraction that once featured a zoo, a roadside “Apache Death Cave,” and a whole lot of Old West drama. Finally, Twin Arrows Trading Post Ruins—with its once-bold red and yellow arrow(s)—sits in silent tribute to the heyday of road trip pit stops.

Feasting in Flagstaff

Flagstaff serves up plenty of great eats, whether you’re craving a classic diner meal or a craft brew with a side of local flavor. Here are some top spots to grab a bite:

• Miz Zip’s
• Diablo Burger
• Grand Canyon Brewing and Distillery
• Lumberyard Brewing Co
• Mother Road Brewing Company

Browse Arizona Route 66 Restaurants

From there, roll into Flagstaff, a vibrant mountain town where Route 66 history, outdoor adventure, and a touch of the supernatural all come together. Start with lunch at Miz Zip’s, a classic roadside diner that’s been serving up burgers and homemade pies to hungry travelers for decades. Once you’re refueled, it’s time to explore! Here are some things to do on your twenty-second day on the road:

• Get outdoors at one (or all) of Flagstaff’s stunning national monuments:
  • Walk through a lava-filled landscape at Sunset Crater Volcano National Monument.
  • Explore the ruins of ancient Puebloan dwellings at Wupatki National Monument.
  • Hike among cliffside dwellings built by the Sinagua people at Walnut Canyon National Monument.
• Learn more about the area at the Flagstaff Visitor Center, housed in the historic train station.
• Track down roadside attractions, including Little Louie the Lumberjack and the twin Lumberjack Muffler Men, standing tall as guardians of Route 66 nostalgia.
• Admire the night sky at Lowell Observatory, where Pluto was discovered.
• Expand your knowledge at the Museum of Northern Arizona or the Pioneer Museum, where you’ll get a glimpse into the region’s history, art, and culture.
• Catch a live show at the Orpheum Theatre, a historic venue hosting concerts, films, and performances.
• Wander around Heritage Square, the lively heart of downtown, filled with shops, restaurants, and local flavor.

End the night with a haunted twist by taking a Historic Flagstaff Ghost Tour where you can dive into the town’s spooky past and hear chilling tales of lingering spirits. And don’t forget to cap off the evening at The Museum Club, one of the most legendary honky-tonks on Route 66—grab a drink, hit the dance floor, and soak up the old-school roadhouse vibe.

After a full day of adventure, rest up in one of Flagstaff’s historic hotels—but keep an eye out for things that go bump in the night!

Where to Stay in Flagstaff, Arizona

Flagstaff offers a mix of classic Route 66 motels and historic hotels, making it the perfect place to rest up after a day of exploring. If you’re looking for a stay with a ghostly reputation, check into the Hotel Monte Vista, a historic downtown hotel known for its vintage charm—and rumored hauntings. For a retro roadside experience, the Western Hills Motel keeps the neon spirit of Route 66 alive with its vintage sign and old-school motor court feel. And if you’re after a modern twist on a classic, the recently revamped Americana Motor Hotel combines mid-century vibes with funky, space-age decor. Whatever your style, Flagstaff has a place to park for the night!

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Best Arizona Route 66 Motels

Today’s all about flexibility! You’ve got a few ways to spend your time, depending on how much more of Flagstaff you want to soak in and how you’re planning to visit the Grand Canyon tomorrow. Want to stick around Flagstaff for another full day and night? Go for it. Prefer to split your time between Flagstaff in the morning and Williams in the afternoon? That works too. Ready to head straight to Williams or even end the night near the Grand Canyon? The road is yours to decide!

Your plans might also depend on how you’re getting to the Grand Canyon. If you’re taking the Grand Canyon Railway from Williams tomorrow, it’s a good idea to settle into Williams today, giving you time to explore and rest up before your early morning departure. If you’re driving yourself to the canyon, you’ve got a bit more wiggle room on where to stay tonight.

With only 30 miles between Flagstaff and Williams, you can mix and match stops however you’d like. For this itinerary, we’ll assume you’re starting the morning in Flagstaff, grabbing breakfast or coffee (we love Firecreek Coffee Company), and wrapping up any sightseeing before heading to Williams for lunch, dinner, and some classic Route 66 fun.

Read to explore Williams? Here are some things to do!

• Learn about the area and prep for your Grand Canyon journey at Williams Depot & Visitor Center.
• Get up close with wildlife at Bearizona Wildlife Park and Grand Canyon Deer Farm.
• Discover classic cars and Route 66 memorabilia at Cars of the Mother Road and Pete’s Route 66 Gas Station Museum.
• Take in the town from above on the Route 66 Zipline.
• Visit one of the weirdest museums on the Mother Road, The Poozeum, dedicated to prehistoric poop.
• Step into the Stone Age at Bedrock City, the quirky Flintstones-themed roadside attraction. It’s on the way to the Grand Canyon, so if you’re heading there tomorrow, plan to stop on the way or back—but if you’re taking the train, today’s the day to check it out!

No matter how you decide to spend your time, today is about making the most of your Route 66 adventure. But be sure to check into your hotel and rest up —tomorrow is a GRAND day of adventure!

Where to Stay in Williams, Arizona

Williams has plenty of great places to rest up before your Grand Canyon adventure. If you’re taking the train, the Grand Canyon Railway Hotel offers a comfortable and convenient stay right by the depot. For a more historic experience, the Grand Canyon Hotel—the oldest hotel in Arizona—gives you a taste of Route 66 charm. If you’re looking for something truly unique, the Red Garter Inn is a restored 1890s saloon and bordello turned cozy bed and breakfast. And if you’d rather stay a little closer to the Grand Canyon, the Grand Canyon Inn in Valle offers a convenient option while still keeping you near Route 66. No matter where you stay, you’re in for a night filled with small-town charm and the spirit of the open road.

Book a Williams Motel

Best Arizona Route 66 Motels

Today is all about taking in one of the most breathtaking natural wonders in the world: the Grand Canyon. You have two main options for getting there—drive yourself or take the historic Grand Canyon Railway from Williams. Either way, you’re in for a day of jaw-dropping views and unforgettable experiences.

If you’re driving, plan to leave early in the morning to avoid the crowds and secure a good parking spot. The drive from Williams to the South Rim via AZ-64 takes about an hour, and arriving early will maximize your time in the park. Start at the Grand Canyon Visitor Center to get oriented, then walk over to Mather Point for your first breathtaking view. From there, follow Desert View Drive, stopping at scenic overlooks like Yaki Point, Grandview Point, and the Desert View Watchtower. If you’re up for a hike, consider walking a stretch of the Rim Trail for spectacular canyon views or descending a short way into the canyon on the Bright Angel Trail. Before heading back, explore Grand Canyon Village, home to the historic El Tovar Hotel, Hopi House, and the Lookout Studio.

For a more leisurely and historic journey, hop aboard the Grand Canyon Railway in Williams for a scenic two-hour ride to the South Rim. The train drops you off near Grand Canyon Village, where you can visit the historic hotels, museums, and shops before taking the park’s free shuttle to must-see viewpoints like Hopi Point and Hermit’s Rest. With a limited amount of time before your return train, plan your stops wisely to take in the best sights and maybe grab lunch with a canyon view.

For a more detailed itinerary, check out our Grand Canyon Day Trip Guide with tips on the best viewpoints, hikes, and activities. After a full day of exploring, return to Williams for dinner and a well-earned night of rest before continuing your Route 66 journey!

It’s time to roll out of Williams and hit the road toward one of Route 66’s most legendary towns! But first, fuel up with breakfast at one of Williams’ classic spots, like Anna’s Canyon Cafe for a hearty meal, Pine Country Restaurant for a slice of their famous pie (yes, pie for breakfast is totally acceptable on Route 66), or ise and shine—it’s time to roll out of Williams and hit the road toward one of Route 66’s most legendary towns! But first, fuel up with breakfast at one of Williams’ classic spots, like Anna’s Canyon Cafe for a hearty meal, Pine Country Restaurant for a slice of their famous pie (yes, pie for breakfast is totally acceptable on Route 66), or Brewed Awakenings Coffee Co. for a strong cup of joe to get you road-ready.

From there, it’s a straight shot to Seligman, Arizona, the town that proudly calls itself the “Birthplace of Historic Route 66.” Once a booming stop along the Mother Road, Seligman fought to keep the spirit of Route 66 alive after the interstate threatened to wipe it off the map. Thanks to local legend Angel Delgadillo and other dedicated residents, this town remains a must-visit for anyone craving a slice of old-school Americana.

Pull over, park the car, and take some time to explore the quirky shops, retro diners, and roadside oddities that make Seligman such a beloved stop. Here are some highlights you won’t want to miss: for a strong cup of joe to get you road-ready.

From there, it’s a straight shot to Seligman, Arizona, the town that proudly calls itself the “Birthplace of Historic Route 66.” Once a booming stop along the Mother Road, Seligman fought to keep the spirit of Route 66 alive after the interstate threatened to wipe it off the map. Thanks to local legend Angel Delgadillo and other dedicated residents, this town remains a must-visit for anyone craving a slice of old-school Americana.

Pull over, park the car, and take some time to explore the quirky shops, retro attractions, and roadside oddities that make Seligman such a beloved stop. Here are some highlights you won’t want to miss:

• Honor the “Guardian Angel” of Route 66 at Angel & Vilma Delgadillo’s Original Route 66 Gift Shop.
• See vintage bikes at the Copper Cart and Route 66 Motoporium.
• Stop into Highway Hot Dog, Return to the 50s, Route 66 Road Relics, Route 66 RoadRunner, and Rusty Bolt.
• Take photos in front of the Seligman Grocery Mural.

Delgadillo’s Snow Cap

Where on Route 66 can you get a cheeseburger with cheese, some “dead chicken,” and a mustard surprise, all served with a smile (or, at least a potato smile)? You can get all that and more at Delgadillo’s Snow Cap in Seligman, Arizona, a Route 66 institution that has been slinging burgers, milkshakes, and a unique sense of humor since 1953. Stop here for lunch with a laugh on your 4-week Route 66 itinerary!

Learn More About Delgadillo’s Snow Cap

After soaking up the nostalgia in Seligman, keep cruising along Route 66 toward Kingman, with plenty of classic roadside stops along the way. Make time for a detour at Grand Canyon Caverns to explore the largest dry caverns in the U.S., snap a photo at the retro Hackberry General Store, and marvel at the quirky green giant known as Giganticus Headicus at Antares Point.

Once you roll into Kingman, check into your hotel and get ready for more Route 66 fun! If you arrive early enough, you might have time to hit some of the local museums, but if not, don’t worry—there’s still plenty to see and do. Here are a few highlights you won’t want to miss:

• Drive your car through the Drive-Thru Route 66 Sign.
• Look for the World’s Longest Map of Route 66.
• Explore the Powerhouse Visitor Center and Arizona Route 66 Museum.
• Learn something new at the Mohave Museum of History and Arts.
• View the Old Trails Garage Building.
• Take photos with the Yellow Route 66 Mural.

For dinner, pull up a seat at Mr D’z Route 66 Diner, a Kingman institution serving up burgers, fries, and classic diner fare with a side of neon nostalgia.

Where to Stay in Kingman, Arizona

Kingman offers an array of hotels that not only promise a comfortable stay but also transport you back in time to the heyday of Route 66. Whether you prefer a cozy motel with a touch of nostalgia or a modern hotel with a retro twist, Kingman’s hotels are an integral part of your journey through this historic highway.

El Trovatore Motel is located in downtown Kingman and offers themed rooms dedicated to Marilyn Monroe, Elvis Presley, John Wayne, and more. Look for the famous neon sign!

Book a Kingman Motel

Best Arizona Route 66 Motels

Spend the morning of day 26 in Kingman, Arizona exploring anything you didn’t have time for the night before. Get to the museums early, check out the murals, and maybe head back to Mr D’z Route 66 Diner for a classic diner breakfast.

While we don’t have too much ground to cover today, that ground will include a tricky drive on an infamous stretch of road.

Arizona boasts the longest continuous stretch of original Route 66, which runs from Ash Fork through Oatman, Arizona, and that’s where we’re heading today. Drive west on Route 66, pull off for a souvenir and a soda at Cool Springs Station and then prepare for a unique drive ahead. The Arizona Sidewinder is only 8-miles long, but prepare to take 191 sharp curves and turns on a narrow, curbless stretch of the Black Mountains. It’s not a drive for the faint of heart! But it is a drive that will take you to Oatman, a stop that is a highlight for many Route 66 travelers.

Oatman, Arizona

Route 66 runs right through Oatman, Arizona. The picturesque town is nestled inside the Black Mountains offering stunning scenic views. And, while there is plenty to love about this ghost town—historic buildings, kitschy businesses, panoramic vistas, fun surprises—it is one thing that draws in visitors about all else: the wild burros that own the town.

There are plenty of things to do in Oatman, Arizona, the gold mining ghost town. Come to see the burros, stay to witness a (staged) shootout, and grab lunch with a ghost at the Oatman Hotel Restaurant & Bar.

Things to Do in Oatman, Arizona

After spending the afternoon exploring Oatman, it’s time to b-line it for your destination, and the last state of Route 66: California. As you pull into Needles, there are still a few things to explore in town:

• Step into history at El Garces Hotel and Train Station.
• Take photos in front of the Needles Railroad Borax Wagon.
• Grab an old-west style dinner at the Wagon Wheel Restaurant.

Where to Stay in Needles, California

Nestled along the iconic Route 66, the charming town of Needles, California, beckons travelers with a unique blend of history and modern comforts. This destination has been a vital stop for road trippers since the heyday of the Mother Road, when it became a pivotal rest stop, providing weary travelers with a place to recharge, refuel, and rejuvenate before continuing their cross-country journey.

Today, Needles continues to embrace its heritage, with a range of hotels and motels that pay homage to the town’s rich history. Book a room at the Best Western Colorado River Inn, Rio Del Sol Inn, or one of the many other motels in town.

Book a Needles Motel

Best California Route 66 Motels

You’ve made it to the last state on Route 66, and with just a few days left on The Mother Road, it’s time to soak in every mile. California’s stretch of Route 66 comes with a few detours—some sections of the original highway are inaccessible—but don’t worry, with a little GPS guidance, you’ll stay on track.

Start your day by checking out of your hotel in Needles and heading west. Along the way, stop at the historic Goffs Schoolhouse, a preserved one-room schoolhouse that offers a glimpse into early desert life.

Your first major stop of the day is Amboy, a Route 66 time capsule in the middle of the Mojave Desert. Be sure to check out:

• Look for the quirky Guardian Lions of Route 66.
• Check out Roy’s Motel & Café, one of the most iconic sights on Route 66, complete with its famous neon sign.
• Find the Albert Okura Mural and Monument, a tribute to the man who helped preserve Roy’s and Route 66 history.
• Explore the Mojave Trails National Monument.
• Hike to the stunning views of Amboy Crater.

Where to Eat Lunch on California Route 66

If you’re looking for a classic diner experience when traveling on Route 66, consider a stop at Ludlow Cafe. Enjoy classic diner fare in a friendly travelers atmosphere.

As you continue west, make a stop at Bagdad Cafe, a quirky roadside spot with Hollywood fame.

Once you roll into Barstow, there’s still plenty of Route 66 history to explore. Be sure to check out these must-visit stops:

• Explore the beautifully restored train depot that showcases the golden age of railroad travel at the legendary Harvey House.
• Visit the Route 66 Mother Road Museum, packed with artifacts and stories from the highway’s heyday.
• Check out Barstow Station, fun stop with unique shops and fast food dining options.
• Take a detour and travel back in time at Calico Ghost Town, a restored mining town that brings the Wild West to life with historic buildings, old-time shops, and tales of the past.

For dinner, grab a quick bite at Barstow Station, try one of the local restaurants, or detour to Yermo for a meal with a retro twist at Peggy Sue’s 50’s Diner, where classic American comfort food meets nostalgic memorabilia. With another day in the books, you’re one step closer to the ultimate finish line in Santa Monica. Rest up—more California adventures await!

Where to Stay in Barstow, California

For a night in Barstow, you have plenty of options to rest up before continuing your Route 66 adventure. Stay at the California Inn for a comfortable and affordable stay with modern amenities, or check into the Stardust Inn for a no-frills, budget-friendly stopover. If you’re looking for a classic Route 66 experience, the Route 66 Motel is a nostalgic coice, featuring vintage décor and a true Mother Road vibe. No matter where you stay, you’ll be well-rested for the next leg of your journey!

Book a Barstow Motel

Best California Route 66 Motels

It’s day 28 and you’ve officially been on Route 66 for four weeks—what an adventure! While the journey isn’t over just yet, take a moment to celebrate how far you’ve come. The end of the road is getting closer, but there are still plenty of iconic stops to check out before reaching Santa Monica. Today, you’ll be traveling from Barstow to San Bernardino, with some fantastic Route 66 sights along the way.

First up is Elmer’s Bottle Tree Ranch, one of the quirkiest and most photogenic stops on Route 66. This roadside folk art installation features hundreds of metal poles adorned with colorful glass bottles, creating a whimsical forest that sparkles in the sunlight.

Next, make your way to Victorville, where you’ll find the California Route 66 Museum. This museum is packed with exhibits celebrating the history and culture of the highway, featuring everything from vintage road signs to Route 66 memorabilia. After soaking up some history, it’s time for a classic Route 66 lunch at Emma Jean’s Holland Burger Café, a legendary roadside diner serving up hearty, no-frills comfort food since 1947.

Finally, you’ll arrive in San Bernardino, your stop for the night. Here, don’t miss a visit to the Original McDonald’s Museum, which stands on the site of the very first McDonald’s restaurant.

Even though you’re spending this night in San Bernardino, now would be a great time to explore the road just a little further towards Rancho Cucamonga before doubling back. Cucamonga Service Station is a beautifully restored 1915 gas station complete with vintage pumps and classic roadside charm. And you can commemorate the penultimate night of your adventure with a celebratory dinner at Magic Lamp Inn (look for the neon sign topped with an actual flame).

After a memorable dinner, head back to San Bernardino for an even more memorable stay. With another day in the books, rest up—tomorrow, you’ll continue your journey through California, ending your journey on the Santa Monica Pier!

Where to Stay in San Bernardino, California

For a truly memorable overnight stay, check into the Wigwam Motel in San Bernardino. This historic Route 66 icon offers a one-of-a-kind lodging experience, where you can sleep inside a giant concrete teepee! Built in the 1940s as part of the Wigwam Motel chain, this roadside classic has been lovingly maintained and still welcomes road trippers looking for a unique and nostalgic stay.

Book a San Bernardino Motel

Best California Route 66 Motels

This is it—the final stretch of your Route 66 adventure! After nearly a month on the road, you’re about to reach the legendary End of the Trail at the Santa Monica Pier. But don’t rush to the finish line just yet! There are still a few last must-see stops along the way. While the mileage might not be long, navigating Los Angeles traffic can be an adventure of its own, so be sure to allow extra time for the journey.

On the way to Santa Monica, stop for a sweet treat at The Donut Man in Glendora. If you haven’t had one of their legendary strawberry-filled donuts, now is the time. These fresh, seasonal delights are worth every sticky, delicious bite.

Before reaching the pier, make one last quirky roadside stop at Chicken Boy in Los Angeles. This 22-foot-tall fiberglass statue—a man’s body with a chicken’s head—watches over Route 66 from his perch above a shop on Figueroa Street. He’s weird, he’s wonderful, and he’s a fitting final roadside oddity before you reach the end. And, as you drive through that last lap of the road, pull over for a unique lunch at Tail O’ the Pup—you can’t miss the giant hot dog outside, beckoning from the road!

And then… you’ve made it! After twenty-nine days of exploring Route 66, you’ve reached the Santa Monica Pier, where the highway meets the Pacific Ocean. Celebrate your journey with a photo at the End of the Trail Sign, breathe in the ocean air, and stop by 66-to-Cali for a commemorative souvenir or a certificate of completion—proof that you conquered all 2,400 plus miles of Route 66!

For your final official night on the road, check into your hotel in Santa Monica and enjoy a well-earned celebratory dinner at one of the city’s iconic spots. Whether you choose the historic Chez Jay, the seafood-focused Connie and Ted’s, the classic Hollywood charm of Dan Tana’s, or the casual oceanfront vibes of The Albright, you’ll be toasting to the trip of a lifetime.

Route 66 may officially end here, but that doesn’t mean the adventure is over! Santa Monica—and Los Angeles as a whole—are packed with incredible sights, landmarks, and experiences. You’d need another four weeks just to scratch the surface! From the glitz of Hollywood to the stunning beaches of Malibu, there’s no shortage of ways to keep the journey going. So before you pack up and head home, plan to stay at least one more night in La La Land and soak in a little more of that California dream.

Where to Stay in Santa Monica, California

Los Angeles, California, is the western terminus of this iconic highway, plan to spend your last night on the road in a Santa Monica hotel near the end point. Some of the best places to stay include The Georgian, Santa Monica Hotel, and Fairmont Miramar Hotel & Bungalows.

Book a Santa Monica Motel

Best California Route 66 Motels

There’s so much to see in Los Angeles, we couldn’t possibly list all the options here. However you choose to spend your day in LA, have a blast knowing you accomplished the road trip of a lifetime! Whether you want to see a Hollywood star, take a tour of a movie studio, relax on the beach, or just kick back in your hotel room, enjoy your well-earned victory lap. Here are just a few ideas for how to spend your final day:

• Visit the Hollywood Sign and take in the view of this world-famous landmark.
• Walk the Hollywood Walk of Fame and find your favorite celebrity stars along Hollywood Boulevard.
• Take a Hollywood Studio Tour for a behind-the-scenes look at where the magic happens.
• Explore LA’s Museums –like the Getty Center, LACMA, or the Academy Museum of Motion Pictures.
• Relax on the beach and soak up the sun in Santa Monica or Venice Beach.
• Shop and dine at Rodeo Drive or the Grove, LA’s famous shopping districts.
• Check out Griffith Observatory and enjoy incredible views of the city and stars.

When your trip has come to an end, be sure to return your rental car and catch your flight home. Or, if you’re not ready for the adventure to end, why not turn around and drive Route 66 in reverse—West to East—and do it all over again?