The Best of a Route 66 Road Trip

Hit the road and experience one of America’s most iconic drives with a Route 66 road trip. Stretching from Chicago to Santa Monica, this legendary highway is packed with vintage charm, roadside attractions, classic diners, and unforgettable stops along the way. Whether you’re planning a full cross-country adventure or just exploring a portion of the route, there’s always something new to discover.

From must-see attractions and local eats to pet-friendly parks and convenient places to stay, our Route 66 guides make it easy to map out your journey. Explore each stop, find your favorites, and build a road trip that’s as laid-back or adventure-filled as you want it to be.

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The Best of a Route 66 Road Trip

Hit the road and experience one of America’s most iconic drives with a Route 66 road trip.

Close-up of a dark-coated dog sitting in a car seat

The 10 Best Dog Parks on Route 66

Explore the best dog parks along Route 66, featuring spacious off-leash areas, scenic stops, and pet-friendly spots perfect for stretching your legs on a classic road trip.

Vintage neon sign reading Ranch House Cafe and Mexican Food against a blue sky

20 Best Restaurants on Route 66

Discover the best restaurants on Route 66, from classic diners to local favorites, serving up iconic flavors and must-try bites along America’s most legendary road trip route.

Long straight desert highway stretching toward distant buttes under a clear sky

Top Red Roof Hotels on Route 66

Discover the top Red Roof hotels along Route 66, offering comfortable, budget-friendly stays near iconic attractions, roadside landmarks, and classic Americana experiences.

Route 66 souvenir shop with neon signs reading Cosmic Curios and Souvenirs

12 Best Attractions on Route 66

Explore Route 66 attractions from Chicago to Santa Monica, featuring quirky roadside stops, historic landmarks, picturesque scenes, and classic Americana experiences.

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