You may know Route 66 from John Steinbeck’s The Grapes of Wrath or “(Get Your Kicks On) Route 66,” but, this 2,400-mile stretch of road from Chicago to Santa Monica isn’t just one of America’s oldest and most famous highways–it’s an adventure down memory lane, transporting its visitors to a bygone era of drive-ins and neon signs.
US Route 66, also called the ‘Main Street of America‘ and the ‘Mother Road,’ was born of a growing and expanding America – those who wanted to migrate west needed a way to get from small, rural towns to larger, urban cities. In 1926, the government began constructing the national highway from Chicago, IL diagonally to Santa Monica, CA; that summer, the highway was designated number 66, with signs going up the following year. The road, gaining popularity, helped to support the communities through which it passed, with businesses flourishing along its route. Despite the significance of this east-to-west artery, the highway was threatened by the new Interstate Highway System; it was officially removed from the US Highway System in 1985, although portions in Illinois, Missouri, New Mexico and Arizona are designated a National Scenic Byway.
Passing through eight states – Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California – Route 66 planning can be a challenging task. Not sure where to start? Here are some tips to get you on the right path.
Dotted with historic gas stations, old-school diners, scenic flatlands, and unparalleled sights (ever heard of the largest rocker in Missouri?), be transported to a bygone era of America.
While it isn’t essential, beginning from the Route 66 starting-point in Chicago is the best way to launch your road trip. Other Illinois must-sees include Grant Park in Chicago, Ambler’s Texaco Gas Station in Dwight, ‘Mural City’ in Pontiac, and the iconic World’s Largest Catsup Bottle in Collinsville.
You can’t hit one of the most famous roads in America without visiting the World’s Largest Rocker in Fanning; other sights that shouldn’t be missed are the Meramec River US 66 Bridge and Route 66 State Park in Eureka.
Inspiration behind the movie Cars character, Tow Mater – an old truck that stands outside a former gas station-turned-café in Galena – is a must-see along with the Eisler Bros. Old Riverton Store in Riverton (former Williams’ Store), the oldest continuously operating store on Route 66, and the Marsh Rainbow Arch Bridge, a significant Route 66 marker.
Oklahoma is a gold mine for historic finds – head to Ed Galloway’s Totem Pole Park in Chelsea, the Milk Bottle Grocery in Oklahoma City, the Round Barn in Arcadia, Conoco Hole in the Wall in Commerce, the Route 66 Museum in Clinton, and the famous 1972 Blue Whale in Catoosa – perfect for the kiddies with fishing, swimming and picnicking.
One of the most famous sights along Route 66 is Cadillac Ranch, where you can explore the public art installations and sculptures and the famous ‘buried’ Cadillac cars. Located in Amarillo, this one is worth the drive.
Delve into New Mexico’s native culture at the San Miguel Mission in Santa Fe – the oldest church in the US – Maisel’s Indian Trading Post in Albuquerque, the Acoma Curio Shop in San Fidel, and Glenrio’s ghost town.
Known for its purple mountains and stunning desert lands, Arizona’s Painted Desert has some of the most breathtaking views on the West Coast; be sure to stop at the Grand Canyon and Petrified Forest (all three are located near the Four Corners area of the state), and the famous Meteor Crater, a 550-foot-deep crater 18 miles west of Winslow.
Pop into the historic Roy’s Motel and Café in Amboy for a refreshment, check out El Garces, a historic hotel in Needles, and don’t miss the Santa Monica Pier – the perfect culmination to 2,400 miles of road views. Be sure to check out our perfect soundtrack to the great American road trip, for some ideal tunes for those long highway drives.
Illinois is filled with great restaurants, but for the real Route 66 experience, drivers should consider stopping at Lou Mitchell’s in Chicago, the Cozy Dog Drive-In or The Chili Parlor in Springfield, Ariston Cafe in Litchfield, DeCamp Junction in Staunton, Old Log Cabin in Pontiac, Crossroads Diner in Mount Olive, Weezy’s Route 66 in Hamel, or for a frosty treat, Whirl-A-Whip in Girard.
In Kansas, Baxter Springs Smokehouse BBQ is the perfect road trip stop. Or check out another favorite, 4 Women on the Route in Galena. When in Galena, be sure to swing by Steve’s Candy for a sugar kick, and you’ll be ready for another few hundred miles on the road.
You can’t head down Route 66 in Oklahoma without making a stop at the historic Rock Café in Stroud, a 1939 burger and fries institution, and Dairy King in Commerce. Considering stopping in another OK city? There’s also Green Chile Kitchen on Route 66 in Yukon, Cattleman’s Steakhouse in Oklahoma City, POPS in Arcadia, Clanton’s Cafe in Vinita, and Elote Café and Catering in Tulsa.
Keep it Texas-style and do it big at the Big Texan Steak Ranch in Amarillo, a must-visit for the first timer. Other great stops include the Stockyard Cafe in Amarillo and the Midpoint Cafe and Gift Shop in Adrian.
For New Mexico dining, Albuquerque is where it’s at – head to the famous 66 Diner for a true Route 66 experience; for Santa Fe eats, there’s Bobcat Bite and Flying Tortilla. Other options include the Comet II Drive-In in Santa Rosa and El Ranchero Café in Milan.
If you find yourself in Seligman, everyone knows Delgadillo’s Snow Cap Drive-In deserves a stop – it’s the classic Route 66 spot for burgers, fries and milkshakes. For other cities, head to Turquoise Room in La Posada in Winslow, Mr D’z Route 66 Diner in Kingman, Flagstaff Brewery in Flagstaff, Twisters Soda Fountain in Williams.
In California, the culinary scene is always on point, but for the sake of keeping it old-school, must-stops include River City Pizza in Needles, Idle Spurs Steak House in Barstow, and Euro Pane Bakery in Pasadena. For the tail end of your journey, spoil yourself at Water Grill on Ocean Avenue in Santa Monica.
From historic motels to high-end hotels, there are plenty of places to stay along the drive, each offering a different type of experience.
For budget-friendly accommodations, try the HI Chicago Summer Hostel in Chicago, the Homestyle Inn & Suites in Springfield, or the Carlin Villa Motel in Carlinville. For in-the-middle range, go for Inn at Lincoln Park in Chicago, Lydia’s Loft in Pontiac, or the Drury Inn and Suites, and Route 66 Hotel and Conference Center in Springfield. If you want to splurge, book your stay at the Hilton in Chicago, The State House Inn in Springfield, or The Vrooman Mansion in Bloomington.
Missouri is the place to stay for that authentic Route 66 experience – stay at a restored, historic hotel, like the Munger Moss Motel in Lebanon with its themed rooms, the Wagon Wheel Motel in Cuba, with an old gas station and café, the Best Western Route 66 Rail Haven in Springfield – a stop for travelers for over 50 years now – and the Boots Court in Carthage, built in 1939; for a more budget-friendly stay there’s the Guest House Motel in Carthage. If you want to spend a bit more, check into the the Hilton Downtown at the Arch in St. Louis — a former Greek Revival bank-turned-hotel.
For a budget-friendly stay in Oklahoma, there’s the Travel Inn in Claremore. If you’re in the mood to spend a bit more, head to the Skirvin Hilton, a historic hotel built in 1911, the Colcord Hotel, built in the early 1900s, or the Renaissance Hotel – all located in Oklahoma City.
Amarillo is the only stop in Texas along Route 66, making this part of the road a quick jaunt to the next state – if you need to rest your eyes, there’s the Bonanza Motel in Vega, or the Big Texan Motel in Amarillo; for a bit extra, there’s also the Wyndham Garden Amarillo, formerly know as the Ambassador Hotel.
One of the most recognizable landmarks and well-known institutions along Route 66, the Blue Swallow Motel in Tucumcari makes for an authentic Route 66 stay. For those on a budget, head to the El Rancho Hotel and Motel in Gallup, The Hotel Blue in Albuquerque, the Motel Safari in Tucumcari, or the De Anza Motor Lodge in Albuquerque, a historic hotel. If you’re willing to drive the extra miles to Santa Fe, El Rey Inn and La Fonda offer a one-of-a-kind experience with a Pueblo-style feel.
For over-night stays, the Painted Desert Inn, a historic lodge overlooking the Painted Desert in the Petrified Forest, is a must. For a historic stay, there’s the Hassayampa Inn in Prescott (pricey), the Wigwam Motel in Holbrook (budget-friendly), the Hotel Monte Vista in Flagstaff (pricey), or El Trovatore in Kingman (budget-friendly); for a unique experience, head to the Grand Canyon Caverns: 65-million-year-old caverns that you can spend the night in.
It’s the final stretch here in Cali – if you’re doing the trip in reverse, or need to catch some shut-eye before celebrating the end to Route 66, there’s the historic Aztec Hotel in Monrovia, the Wigwam Motel in San Bernardino, or the Route 66 Motel in Barstow. For budget-travelers, there’s the Fender’s River Road Resort in Needles; if you’re ready to splurge, there’s The Mission Inn Hotel & Spa in Riverside; for your final stay, head to the Comfort Inn in Santa Monica (budget-friendly).