Planning a Route 66 road trip? Read on for our guide on where to eat, what to see, and where to stay along the way.

25 Iconic Route 66 Attractions Worth a Stop on Your Next Road Trip. Planning to drive from Chicago to Los Angeles? Check out these legendary Route 66 stops along the way.

Find out the best stops along Route 66 on a Chicago to Los Angeles (or Los Angeles to Chicago) driving trip across the USA.

Illinois. If you want to travel the entire length of Route 66, then your trip will begin in Chicago, where you can indulge in historic architecture and Chicago-style deep dish pizza at Giordano’s.Many ...

As the 100th anniversary of Route 66 approaches in 2026, join us as we spotlight the stops and people who live along America’s highway.

Obviously, Route 66, the Blue Ridge Parkway, and the Pacific Coast Highway are the very first options that spring to mind, given their nationwide — nay, worldwide — fame. Yet, ...

Sidetrack Adventures. Route 66 Road Trip Stop – Spending the Night in a Wigwam. Posted: March 20, 2025 | Last updated: March 26, 2025. Step back in time with a stay at one of Route 66’s most ...

A Route 66 sign, perched on a pole at the famed Santa Monica pier, advertises the spot as the “end of the trail.” But for these road trippers, it’s just the beginning.

Good morning, Chicago. It’s that time of year when we look for any excuse to spend time outside. A day at the beach. A walk through the park. A road trip with the windows down. Two members of ...

Route 66 offers more than just a road trip; it's a journey through time with its vintage accommodations. From neon-lit motels to quirky teepee stays, discover the nostalgic charm of America's ...

Before hitting the road, fuel up with a dose of history at Casper’s Diner, a Springfield institution serving its legendary chili since 1909 – long before Route 66 became the Mother Road.