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Route 66 road trip planner: The best stops along the way

March 19, 2024
20 min read
Roue 66 sign in road  by a Diner in the desert
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They call it the Mother Road, a term coined by author John Steinbeck because it carried Dust Bowl refugees west across America. Even though Route 66 no longer exists on America's highway maps, a drive across the country on the stretches that remain is one of the great American road trips.

Passing through eight states between Chicago and Los Angeles, Route 66 covers nearly 2,500 miles across a broad swath of the Midwest, Great Plains, Southwest and West. Over time, most of the route was replaced by interstates, particularly Interstate 40, and finding the original road requires a series of zigzags and detours.

For that reason, most people choose just one section, leaving plenty of time for stops along the way, or base themselves out of one of the larger towns on the route and explore in either direction.

Here, from east to west, are some of the best places to celebrate the nostalgia of the Mother Road.

Chicago, Hinsdale and Joliet, Illinois

The symbolic start of Route 66 is Buckingham Fountain in Chicago's Grant Park, but it's not really a road trip until you're headed southwest out of the city.

A perfect jumping-off point for your trip is the Route 66 Welcome Center at the Joliet Area Historical Museum, with its excellent exhibit on the Muffler Men, huge fiberglass statues that were used to advertise car repair shops.

The Buckingham Fountain in Chicago. EASYTURN/GETTY IMAGES

Restaurants still maintaining Route 66's traditions of roadside hospitality include the Rich & Creamy ice cream stand, Joliet Kicks on Route 66 and Dell Rhea's Chicken Basket, specializing in fried chicken served under the slogan, "Get Your Chicks on Route 66."

For the ultimate all-American feast, Al's Steak House has been serving up prime cuts to weary road trippers for 60 years. As you head farther southwest on what today is Highway 55, stop for photos at the perfectly preserved Ambler's Texaco Gas Station in Dwight, where the gas pumps are painted gleaming red.

Where to stay

Between them, Chicago and Joliet have every brand of loyalty program hotel for every budget. The history of a different kind of travel is the theme at the Canopy by Hilton Chicago Central Loop located in the former headquarters of the Chicago and North Western railway, with landmark Union Station just down the street. Opened in fall 2023, the hotel is a stylish addition to downtown, its decor paying homage to the bygone glamour of cross-country train travel. The hotel's brand-new rooftop restaurant, Seville, is a destination unto itself, serving creative cocktails, small plates and traditional Spanish dishes like paella. Rooms start at $240 or 65,000 points per night.

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Related: The 17 best Chicago hotels

A relative newcomer to Joliet, the Candlewood Suites Joliet Southwest offers spacious rooms and an indoor pool, and is pet-friendly. Rooms start at $113 or 21,000 IHG One Rewards points per night.

Also boasting an expansive indoor pool, Marriott's TownePlace Suites Joliet South features large, well-outfitted rooms that give you plenty of room to spread out and relax after a long drive. Rooms start at $134 or 12,800 Bonvoy points per night.

Pontiac, Illinois

Pontiac's pride in its Mother Road heritage can be seen in its 23 colorful outdoor murals and its two museums dedicated to America's love affair with the automobile. The Pontiac-Oakland Museum and Resource Center displays a rotating collection of rare Oakland and Pontiac models, while the Route 66 Association Hall of Fame & Museum showcases vintage ads, signs and a classic Volkswagen hippie bus housed in an old fire station.

Litchfield, Illinois

This one is a quick stop, but you don't want to miss the Litchfield Museum and Route 66 Welcome Center (yes, another one!) with its collection of nostalgic paraphernalia.

Nearby, the uber-retro Ariston Cafe is one of the oldest continuously operating Route 66 establishments, serving up a melting pot of American, Southern, Greek and Italian fare since 1924.

The Litchfield Museum and Route 66 Welcome Center. JEFFREY GREENBERG/UNIVERSAL IMAGES GROUP/GETTY IMAGES

Springfield, Missouri

Crossing into Missouri, don't miss Chain of Rocks Bridge, now open to pedestrian and bicycle traffic only, famed for its dramatic dogleg bend midspan.

Springfield's vintage Route 66 establishments are preserved along two downtown streets: St. Louis Street, east of downtown, and the Chestnut Expressway on the west side. The Route 66 Car Museum is the big attraction here, thanks to its collection of more than 70 rare and collectible vintage cars.

One of Springfield's most recognizable historic buildings is the Abou Ben Adhem Shrine Mosque. This flamboyantly Arabesque old theater was built in 1923 and is still owned by the Shriners, who use it as an auditorium and concert hall. Nearby, a plaque tells the story of Wild Bill Hickok's murder of fellow gambler Dave Tutt, supposedly because Tutt flaunted a watch he'd won off Hickok.

Where to stay

Bonvoy members will be happy to find the SpringHill Suites Springfield North (from $136 or 26,000 points) a sleek addition to the portfolio, with extra-spacious rooms big enough to accommodate cribs, rollaways and trundle beds, and outfitted with microwaves and minifridges.

Die-hard Route 66 fans often choose the Best Western Route 66 Rail Haven (from $129 or 20,000 points per night), while Hilton Honors members will like the DoubleTree by Hilton Hotel Springfield (from $380 or 145,000 Hilton Honors points per night), revamped top to bottom with earth-toned furnishings and a midcentury modern vibe.

Galena and Riverton, Kansas

The Kansas section of Route 66 is just 13.2 miles long, but it includes a couple of key stops. These include the town of Galena, a must for the old Kan-O-Tex gas station that now houses Cars on the Route, a tribute to Pixar's animated movie "Cars."

Housed inside the old Missouri-Kansas-Texas train depot, Galena Mining & Historical Museum is filled with vintage furnishings, tools and historical records documenting life in a mining boomtown.

The Cars on the Route attraction in Galena, Kansas. ANDRE POLING/ULLSTEIN BILD/GETTY IMAGES

Just west in Riverton, stop for lunch or snacks at the Eisler Brothers Old Riverton Store, a road trip staple since the 1920s. This deli serves up classic sandwiches, and the owner, who happens to be president of the Kansas Route 66 Association, displays his memorabilia.

Less well known, but beloved by locals, is the white-painted Rainbow Bridge that arches over Brush Creek approximately 2 miles west of Riverton.

Clinton, Oklahoma

Oklahoma has more original and still-driveable miles of Route 66 than any other state and takes great pride in this heritage. This includes the key role Route 66 played in the 1930s Dust Bowl migration.

Nowhere is this pride more on display than in the Oklahoma Route 66 Museum in Clinton. The museum has used its significant state and local funding to pull together a comprehensive collection that even includes the chance to sit in a re-created 1950s diner.

Those who've traveled this route before will mourn the loss of the classic Trade Winds Inn, which until recently sat across the street from the museum and was a favorite of Elvis Presley, who stayed there four times. Clinton also has an indoor water park known as the Water-Zoo that makes a perfect road trip break for tired kids.

Where to stay

Points-friendly lodging options in Clinton include the La Quinta Inn & Suites by Wyndham Clinton Historic Route 66, with its expansive outdoor pool (from $96 or 15,000 Wyndham Rewards points per night) and the Holiday Inn Express & Suites Clinton (from $110 or 18,000 IHG One Rewards points per night).

Tulsa, Stroud and Chandler, Oklahoma

Pedestrian bridge at Cyrus Avery Centennial Plaza on Historic Route 66 in Tulsa, Oklahoma. MARK WILLIAMSON/GETTY IMAGES

Tulsa is the food capital of the Route 66 road trip, boasting a number of eateries with some variation on a Mother Road theme, chief among them El Rancho Grande, which has been serving up Mexican food for more than 60 years under a photogenic neon sign. Looking exactly as a vintage Mother Road diner should, Tally's is a must for breakfast all day long.

You'll find something tasty for everyone at Mother Road Market, where you can choose from Chicken & the Wolf, Bodhi's Bowl and even Brazilian food at Doctor Kustom, then eat on a family-friendly outdoor patio complete with Route 66-themed murals and a minigolf course.

Don't leave without checking out the eclectic shops at Mother Road Market, where you'll find books, toys and inspired souvenirs. Make a final stop at the Desert Hills Motel to snap a photo of its beloved neon sign.

Departing Tulsa to the west, the first landmark to watch for is Rock Creek Bridge. At just 12 feet wide, it provides a vivid sense of just how narrow highways like Route 66 were back in the early days of the Model T. You'll find another great example of Route 66 neon in Stroud, where the Skyliner Motel beckons visitors with a towering red arrow.

Now, back to the movie "Cars." The Rock Cafe just west of Stroud — which is made from local stone quarried in the 1920s — is a must-stop for fans because of its association with director John Lasseter. He visited numerous times as he wrote and directed the movie, leaving behind signed posters, napkins and graffiti.

Chandler is home to the Route 66 Interpretive Center, which is a bit of a departure from other Mother Road museums for its emphasis on education.

Related reading: The best American road trips to take with your family this summer

McLean, Texas

Stretching across the pancake-flat plains of the Texas panhandle for almost 200 miles, Route 66 in Texas has largely been directly supplanted by Interstate 40, with old Mother Road businesses left behind on the various towns' business loops.

The first of these, from east to west, is the old ranching town of McLean. It wasn't bypassed by the interstate until the early 1980s and has made impressive efforts to preserve its historic structures.

Stop for a photo op with the giant neon Texas sign and another at the perfectly preserved Phillips 66 station, where the pumps still list a price of 19 cents a gallon.

Well worth a stop is the Devil's Rope Museum. It's dedicated to barbed wire, called the "devil's rope" by cowboys, and holds one of the entire Mother Road's best collections of Route 66 memorabilia and souvenirs.

Amarillo and Cadillac Ranch, Texas

The beef industry still reigns supreme in Amarillo, which handles 2 million head of cattle a year, providing plenty of that old Wild West vibe, despite its booming population. Route 66 follows Sixth Street through what is now called the Old Jacinto District, so head there to browse boot, saddle and Western shops and antiques stores.

Back on I-40, you can't miss the giant steer head marking the Big Texan Steak Ranch, which was located on Route 66 when it opened in 1960. Families will like the old false-front Wild West-themed building, kitschy decor and the enormous portions at reasonable prices.

However, the Amarillo area's most photographed road-themed attraction is Cadillac Ranch, just off I-40 and about 10 miles west of town. Here, 10 rusting Cadillacs are buried nose down in the dirt, their finned backsides rising toward the sky and demonstrating iconic American midcentury design in order from 1949 to 1964.

Cadillac Ranch was created by a collective of San Francisco-based artists in 1974 at the behest of eccentric millionaire Stanley Marsh III, who moved them in the late 1990s to put them farther outside the city's sprawl. Since Marsh's death in 2014, the installation's future has been less secure, but filmmakers use the day-glo-painted cars so frequently for advertisements and photo shoots that the installation seems likely to survive awhile longer.

Cadillac Ranch along Interstate 40 in Amarillo, Texas. PAUL SOUNDERS/GETTY IMAGES

Where to stay

The Big Texan (from $76) offers rooms as well as meals, and a stay here will be more than memorable with choices including authentic covered wagons and vintage Airstreams.

You'll also find options for almost every loyalty point program; choose from the Hilton Garden Inn Amarillo (rooms from $87 or 24,000 Hilton Honors points per night), Marriott's Residence Inn Amarillo (rooms from $149 or 20,500 Bonvoy points per night) and many more.

Tucumcari, New Mexico

Tucumcari arguably has more time capsule photo ops than perhaps anywhere else on Route 66, thanks to the abundance of cool vintage signs lining aptly named Route 66 Boulevard. Many adorn classic motor lodges and diners, including Del's Restaurant, which features a giant cow on its sign.

The other thing you'll notice is the murals — nearly 100 of them — which stretch down side streets and adorn shops, restaurants and grocery stores. Make sure to see the Mother Road-themed mural at the corner of Second Street and Tucumcari Boulevard and also seek out the Magnolia gas station decorated with Route 66 signs and memorabilia.

Where to stay

In your sign-spotting, you probably noticed the photogenic monikers of Tucumcari's many 1940s-style motor lodges, among them the Blue Swallow Motel (rooms from $134 a night) and the Historic Route 66 Motel, which has taken midcentury chic to the max, outfitting its street-side patio with "Jetsons"-style chairs. Rooms, which start at just $76 a night, have refrigerators, microwaves and comfortable armchairs; some come with sleeper sofas to expand the number of beds.

The brand-new Fairfield Inn & Suites Tucumcari, a great option for Bonvoy members, combines modern amenities with midcentury modern decor perfectly in keeping with Route 66 nostalgia. Rooms start at $119 or 40,000 Bonvoy points per night.

Santa Rosa, New Mexico

MELANIE HAIKEN/FOR THE POINTS GUY

Known for its preservation of retro signs and buildings, Santa Rosa is also home to the Route 66 Auto Museum, which you can't miss thanks to the bright yellow car perched atop a pole high in the air.

In addition to classic cars dating back to the earliest days of the automobile, the museum has an excellent collection of vintage gas pumps that say Route 66 better than anything else. Santa Rosa's other claim to fame, the Blue Hole, is an astoundingly deep spring-fed lake popular with scuba divers.

Where to stay

The Hampton Inn Santa Rosa, right on Route 66, is a favorite low-category property for Hilton Honors members looking to stretch points, with rooms starting at 20,000 points a night.

Like all La Quinta Inns, the La Quinta Inn & Suites by Wyndham Santa Rosa is popular with dog-owning Wyndham members for its pet-friendly policies; rooms start at $124 a night.

Related reading: 6 tips for surviving a road trip with a large family

Williams, Arizona

"Last town bypassed by I-40," reads the mural on the wall as you drive down Williams' main street. It's no surprise that Williams celebrates its dual identity as both a shoot-'em-up Western town and a nostalgic 1950s cruising strip.

Retro-chic photo ops are aplenty here, including the sky-blue sign for the Arizona 9 Motor Hotel and the neon cow beckoning diners to Rod's Steakhouse. The Coca-Cola-red car on the roof of Cruiser's 66 Cafe is visible for blocks.

Just an hour away from Grand Canyon National Park, Williams makes a perfect home base from which to explore. The Grand Canyon Railway provides "door to door" service, bringing travelers directly to Grand Canyon Village while entertaining them on the way with a staged "shootout" and close-up wildlife viewing.

Where to stay

In Williams, IHG members will find Holiday Inn Express & Suites Williams (rooms from $132 or 24,000 IHG points per night); Choice Hotels members can opt for either Quality Inn Near Grand Canyon or Comfort Inn Near Grand Canyon (both from $90 or 20,000 Choice points per night).

Wyndham Rewards members will be thrilled with the wide selection, which includes La Quinta Inn & Suites by Wyndham Williams-Grand Canyon Area ($97 or 30,000 points per night), Ramada by Wyndham Williams ($60 or 15,000 points per night) and Howard Johnson by Wyndham Williams ($56 or 15,000 points per night).

For something different and more adventurous, stay at the brand-new Backland Luxury Camping, a luxury glamping resort just 20 minutes outside Williams, which is spread over 160 thickly forested acres and features an on-site spa and restaurant. Tents come in four variations and start at $395 a night.

Related reading: Visiting the Grand Canyon with a family: Where to camp, stay and play

Seligman and Hackberry, Arizona

The Hackberry General Store. MELANIE HAIKEN/FOR THE POINTS GUY

Filled with a string of vintage cafes, stores and gas stations, now colorfully painted and festooned in antiques rescued from the surrounding desert, Seligman is one big photo op — and what a photo op it is. From here, Route 66 diverted from I-40 through Hackberry, where the Hackberry General Store has the gritty Mother Road vibe so many of the more cleaned-up museums lack.

Kingman and Oatman, Arizona

A key stop on the Route 66 pilgrimage, Kingman houses the unusually comprehensive Arizona Route 66 Museum. In the Powerhouse Visitor Center, it traces the history of the westward route back to when it was an Indian trail, wagon train route and railroad line before it carried road trippers. Exhibits include a covered wagon and a characteristic Dust Bowl truck, as well as brightly painted 1950s roadsters.

The Powerhouse Visitor Center and Route 66 Museum in Kingman, Arizona. RICHARD CUMMINS/GETTY IMAGES

The sharp jog north to visit the old mining town of Oatman is well worth the detour to see a town with a main street that appears to be frozen in time. Its sidewalks are still made of wood, and burros still wander among the old storefronts.

Barstow, California

Several quirky landmarks pay tribute to Barstow's former importance as a rail hub — including a McDonald's made from old railroad cars. However, Barstow's big lure for Route 66 fans is the Route 66 Mother Road Museum, located in the faded glory of the Casa del Desierto, a Fred Harvey hotel.

Outside Barstow in the Mojave National Preserve, the Kelso Depot has become a visitors center, bookstore and museum, with its former baggage room ticket office and dormitory rooms refurbished to their 1930s glory. The Desert Light Gallery has natural history and art exhibits.

Barstow is a common overnight spot for drivers on the way to San Francisco or Los Angeles, as well as the desert national parks of Zion, Bryce and Grand Canyon.

Where to stay

You'll find numerous points-friendly lodging options, including Hampton Inn & Suites Barstow (from $299 or 50,000 Hilton points per night) and the Quality Inn on Historic Route 66 (from $103 or 16,000 Choice Privileges points per night).

Best Western Rewards members have two choices, the Best Western Desert Villa Inn (rooms from $134 or 20,000 points per night) and the more recently debuted Best Western Plus New Barstow Inn & Suites (rooms from $143 or 28,000 points per night).

Westward to the coast

Route 66 was rejiggered so many times as it passed through California that it's not always easy to trace the route or even find the remnants that exist. They're in small zigzag patches, some no longer even connected.

Victorville, California, has one short section, marked by an optimistic over-the-road welcome sign and the California Route 66 Museum. In all-but-abandoned Newberry Springs, the Baghdad Cafe had its 15 minutes of fame thanks to its namesake film, a 1980s art-house favorite.

But if you want a true sense of times long gone, these stretches of Highway 66 are perfect. Here are miles upon miles of lonely emptiness, where tumbleweeds blow across the pockmarked pavement. Motel signs stand abandoned, and vintage gas pumps behind chain-link fences still beg for attention from motorists long gone.

Where to stay

While at this point in the trip most travelers continue on to Los Angeles for the night, you might choose to cap off your trip with a stay at San Bernardino's '50s time-capsule Wigwam Motel (rooms from $109 a night), where the individual stucco structures cluster around a pool under swaying palms.

Related reading: From California to British Columbia: 10 best places for an idyllic West Coast getaway

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Featured image by GARY YEOWELL/GETTY IMAGES
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.