Route 66: The Best 24 Old School Stops That Still Rock

Route 66, the legendary “Mother Road,” has been a symbol of American freedom and adventure since its inception in 1926. Stretching from Chicago to Santa Monica, this historic highway has inspired countless journeys, songs, and stories.

I’ve had the privilege of exploring the many treasures that dot this iconic route. Route 66 continues to offer a mix of nostalgic charm and vibrant experiences that resonate with travelers of all ages.

Join me as we embark on a journey through time, visiting 24 old school stops along Route 66 that still rock today. From classic motels and quirky diners to awe-inspiring natural wonders and captivating museums, each destination offers a unique vibe that keeps the spirit of Route 66 alive.

So pack your bags, fuel up your RV, and get ready to explore these timeless gems.

Delgadillo’s Snow Cap Drive-In

Address: 301 AZ-66, Seligman, AZ 86337

Cost: $5 – $15

Vibe Scale: 9/10

This quirky burger joint, established in 1953, remains a nostalgic delight. The eclectic decor, with vintage cars and signs, immerses you in a retro atmosphere. Their ice-cold shakes and classic cheeseburgers offer a delightful taste of the past.

Humor and charm define Delgadillo’s, making it a must-visit. The staff’s playful antics add to the fun, ensuring a memorable stop on Route 66.

Whether you’re in an RV or a classic car, this spot never disappoints.

The Blue Swallow Motel

Address: 815 E Route 66 Blvd, Tucumcari, NM 88401

Cost: $80 – $120 per night

Vibe Scale: 10/10

Stepping into the Blue Swallow Motel feels like time travel to the 1940s. The neon lights and individually themed rooms exude vintage charm, and the friendly owners share captivating stories about the motel’s history.

The garages attached to each room are a unique touch, perfect for RV travelers. The communal fire pit encourages evening gatherings, making it an ideal spot to meet fellow Route 66 enthusiasts.

Lucille’s Roadhouse

Address: 1301 N Airport Rd, Weatherford, OK 73096

Cost: $10 – $30

Vibe Scale: 8/10

Lucille’s Roadhouse, inspired by a classic Route 66 gas station, offers delicious comfort food in a nostalgic setting. The 1950s decor, complete with jukeboxes, sets the perfect backdrop for hearty meals.

Their chicken fried steak and homemade pies are local favorites. The friendly service and vibrant atmosphere make it a delightful stop for a meal and a bit of history on your journey.

U-Drop Inn

Address: 1242 N Main St, Shamrock, TX 79079

Cost: Free entry, donations appreciated

Vibe Scale: 9/10

The U-Drop Inn is an Art Deco gem that has stood the test of time since 1936. Originally a gas station and diner, it now serves as a visitor center and museum, showcasing the rich history of Route 66.

The stunning architecture and vibrant neon lights make it a photo-worthy stop. Inside, you’ll find friendly staff eager to share fascinating stories about the inn’s past and its significance along the route.

Pops 66 Soda Ranch

Address: 660 W Highway 66, Arcadia, OK 73007

Cost: $2 – $20

Vibe Scale: 8.5/10

Pops 66 Soda Ranch is a modern twist on the classic roadside stop. Known for its enormous selection of over 700 sodas, this iconic destination offers a fun experience for all ages. The giant soda bottle outside is a beacon for travelers.

Inside, the diner serves tasty meals, and the gift shop is packed with unique Route 66 memorabilia. It’s a refreshing stop to quench your thirst and indulge in some retro fun.

The Round Barn

Address: 107 E Highway 66, Arcadia, OK 73007

Cost: Free entry, donations appreciated

Vibe Scale: 7.5/10

Built in 1898, the Round Barn in Arcadia is a marvel of engineering and a beloved Route 66 landmark. The unique circular structure hosts a small museum and gift shop, where you can learn about its construction and history.

The barn’s upper level often hosts events and live music, adding to its charm. It’s a peaceful spot to stretch your legs and appreciate a piece of Americana.

Route 66 Museum

Address: 2229 W Gary Blvd, Clinton, OK 73601

Cost: $7 for adults, $4 for children

Vibe Scale: 8/10

The Route 66 Museum in Clinton offers an immersive journey through the history of the Mother Road. Each room is themed to a different era, complete with vintage cars, artifacts, and interactive exhibits.

The museum’s detailed displays and engaging narratives make it a must-visit for history buffs and Route 66 fans alike. It’s a perfect place to deepen your appreciation for this iconic highway.

Totem Pole Park

Address: 21300 OK-28 A, Chelsea, OK 74016

Cost: Free

Vibe Scale: 7/10

Totem Pole Park, featuring the world’s largest concrete totem pole, is a whimsical stop on Route 66. Created by artist Ed Galloway, the park showcases colorful and intricate totem poles, each with its own unique design.

This outdoor art installation is perfect for a leisurely stroll and some quirky photo opportunities. The park also includes a small museum dedicated to Galloway’s work and Native American artifacts.

Cadillac Ranch

Address: 13651 I-40 Frontage Rd, Amarillo, TX 79124

Cost: Free

Vibe Scale: 9/10

Cadillac Ranch is an iconic and ever-evolving art installation. Ten Cadillacs buried nose-first in the Texas soil, covered in layers of spray paint, invite visitors to leave their mark on this interactive artwork.

The vibrant and colorful display against the open Texas plains creates a surreal experience. It’s a must-see for art lovers and Route 66 adventurers looking for a bit of creative expression.

The Big Texan Steak Ranch

Address: 7701 I-40 East, Amarillo, TX 79118

Cost: $10 – $50

Vibe Scale: 8.5/10

Famous for its 72-ounce steak challenge, The Big Texan Steak Ranch is a Route 66 legend. The Wild West-themed decor and lively atmosphere make dining here an event in itself.

Whether you’re attempting the steak challenge or enjoying a regular-sized meal, the quality and flavor are top-notch. Live music and a shooting gallery add to the entertainment, making it a memorable dining experience.

66 Drive-In Theatre

Address: 17231 Old 66 Blvd, Carthage, MO 64836

Cost: $8 for adults, $4 for children

Vibe Scale: 8/10

The 66 Drive-In Theatre offers a nostalgic movie-going experience under the stars. This classic drive-in has been entertaining Route 66 travelers since 1949, with a charming retro vibe and a big outdoor screen.

Enjoy a double feature from the comfort of your car, complete with popcorn and snacks from the concession stand. It’s a perfect way to unwind and enjoy a slice of Americana.

Route 66 Hall of Fame & Museum

Address: 110 W Howard St, Pontiac, IL 61764

Cost: Free, donations welcome

Vibe Scale: 8.5/10

Located in the heart of Pontiac, the Route 66 Hall of Fame & Museum celebrates the people and places that made the Mother Road famous. The museum features extensive exhibits, memorabilia, and vintage vehicles.

The friendly staff and detailed displays make for an enriching experience. Don’t miss the photo ops with the iconic Route 66 mural outside, a testament to the town’s dedication to preserving the highway’s legacy.

La Posada Hotel

Address: 303 E 2nd St, Winslow, AZ 86047

Cost: $120 – $250 per night

Vibe Scale: 9/10

La Posada Hotel, a historic Harvey House, is a beautifully restored piece of Route 66 history. The elegant decor and lush gardens create a tranquil oasis for travelers, offering a touch of luxury on the road.

The hotel’s Turquoise Room restaurant serves gourmet Southwestern cuisine, enhancing the overall experience. Staying here feels like stepping back in time while enjoying modern comforts.

El Rancho Hotel

Address: 1000 E 66 Ave, Gallup, NM 87301

Cost: $90 – $200 per night

Vibe Scale: 8.5/10

El Rancho Hotel, known as the “Home of the Movie Stars,” has hosted numerous Hollywood celebrities since the 1930s. The rustic, Western-themed decor and grand lobby exude old-school glamour.

Each room is named after a famous guest, adding to the charm. The hotel’s restaurant and bar are perfect for unwinding after a day on the road, offering hearty meals and a cozy atmosphere.

Wigwam Motel

Address: 811 W Hopi Dr, Holbrook, AZ 86025

Cost: $70 – $90 per night

Vibe Scale: 9/10

Sleeping in a concrete teepee at the Wigwam Motel is a quintessential Route 66 experience. These unique accommodations offer a blend of nostalgia and comfort, with vintage decor and modern amenities.

The friendly owners share fascinating stories about the motel’s history, making your stay even more memorable. It’s a fun and quirky stop that captures the spirit of the Mother Road.

Santa Monica Pier

Address: 200 Santa Monica Pier, Santa Monica, CA 90401

Cost: Free, ride tickets $1 – $10

Vibe Scale: 9.5/10

The Santa Monica Pier marks the western terminus of Route 66. This iconic destination offers a lively atmosphere with amusement rides, an aquarium, and various food stalls. The historic carousel and Ferris wheel provide stunning ocean views.

Stroll along the pier, enjoy live music, and soak in the vibrant beach culture. It’s a perfect spot to celebrate the end of your Route 66 journey with fun and relaxation.

Route 66 Village

Address: 3770 Southwest Blvd, Tulsa, OK 74107

Cost: Free

Vibe Scale: 8/10

Route 66 Village in Tulsa features a collection of vintage trains, including a massive steam locomotive. This outdoor museum offers a glimpse into the transportation history of Route 66 and is great for families and history enthusiasts.

The village also includes a replica 1920s gas station and a gift shop with Route 66 souvenirs. It’s a charming and educational stop that highlights the railway’s role in the development of the Mother Road.

Meramec Caverns

Address: 1135 Highway W, Sullivan, MO 63080

Cost: $25 for adults, $15 for children

Vibe Scale: 8/10

Meramec Caverns, known as “Jesse James’ hideout,” is an awe-inspiring natural wonder along Route 66. These expansive caves offer guided tours that showcase stunning stalactites, stalagmites, and colorful mineral formations.

The tours are informative and entertaining, making them ideal for all ages. The cool, subterranean environment provides a refreshing break from the road, and the gift shop offers unique souvenirs.

Historic Route 66 Motel

Address: 1620 E Route 66, Kingman, AZ 86401

Cost: $60 – $100 per night

Vibe Scale: 8/10

The Historic Route 66 Motel in Kingman captures the essence of classic roadside lodgings. The retro decor and neon sign create an authentic vintage atmosphere. The rooms are comfortable and well-maintained, providing a cozy rest stop.

The friendly staff offers excellent travel tips and local history, enhancing your stay. The motel’s location makes it a convenient base for exploring nearby attractions, adding to its appeal.

Ted Drewes Frozen Custard

Address: 6726 Chippewa St, St. Louis, MO 63109

Cost: $3 – $8

Vibe Scale: 9/10

Ted Drewes Frozen Custard is a beloved St. Louis institution, famous for its rich and creamy custard. The roadside stand, operating since 1929, offers a wide variety of flavors and toppings.

The lively atmosphere and friendly service make every visit enjoyable. Whether you choose a classic sundae or a specialty concrete, this sweet treat is a highlight of any Route 66 trip.

The Painted Desert Inn

Address: 1 Park Rd, Petrified Forest National Park, AZ 86028

Cost: Free entry, museum donations appreciated

Vibe Scale: 8.5/10

The Painted Desert Inn, located within Petrified Forest National Park, is a beautifully preserved example of 1930s Pueblo Revival architecture. The inn now serves as a museum, showcasing the area’s natural and cultural history.

The stunning views of the Painted Desert from the inn are breathtaking. It’s a peaceful and educational stop, perfect for appreciating the natural beauty that surrounds Route 66.

Tucumcari Trading Post

Address: 1900 E Route 66 Blvd, Tucumcari, NM 88401

Cost: Free entry

Vibe Scale: 7.5/10

The Tucumcari Trading Post is a treasure trove of Route 66 memorabilia, antiques, and souvenirs. This eclectic shop offers a nostalgic shopping experience with a wide variety of items that capture the spirit of the Mother Road.

The friendly owners are passionate about Route 66 and are happy to share stories and recommendations. It’s a great place to find unique keepsakes and gifts to remember your journey.

Route 66 Carousel Park

Address: 3834 E 66th St, Joplin, MO 64804

Cost: $5 – $15

Vibe Scale: 7.5/10

Route 66 Carousel Park in Joplin offers family-friendly fun with a vintage twist. The park features a beautifully restored carousel, along with other amusement rides and attractions for all ages.

The nostalgic atmosphere and friendly staff make it a delightful stop for families. It’s a charming place to create new memories while celebrating the history of Route 66.

Munger Moss Motel

Address: 1336 E Route 66, Lebanon, MO 65536

Cost: $70 – $100 per night

Vibe Scale: 9/10

The Munger Moss Motel has been welcoming travelers since 1946. Its classic neon sign and vintage decor exude old-school charm. The rooms are comfortable and full of character, reflecting the golden era of Route 66.

The owners are passionate about preserving the motel’s history and are always ready to share fascinating stories. Staying here feels like stepping back in time, making it a perfect end to your Route 66 adventure.