Route 66, and its 2,500 miles, is known affectionately as "The Mother Road." It's the quintessential cross-country road trip experience. From Chicago through the beating heart of America and down to Los Angeles, the route officially ends at the Santa Monica Pier. The road reached peak popularity in the late 40's and early 50's before being officially removed from the US Highway System in 1985. After a few years, travelers from America and beyond started feeling tinges of nostalgia, and by the end of the 1980's it was fast becoming one of the most popular road trip routes once more.
Anderson, Missouri, United States
One of the most popular roadside attractions along Route 66 is the Blue Whale of Catoosa, built by Hugh Davis in the early 1970s. He built the massive blue whale as a surprise anniversary gift for his wife Zelta, who loved whales and collected whale figurines. The whale has certainly seen better days, but it's a very cool stop. Take time to wander around the abandoned ruins of this famed roadside wonder, and have a picnic at one of the picnic tables. If you're lucky, the tamale wagon will be open and you can grab a tasty snack.
After all that driving, you're probably thirsty. Head over to POPS Soda Ranch in Arcadia. This is a landmark gas station and diner, but the real draw here is the hundreds of sodas they offer. Plus, there's a massive 66-ft tall soda bottle out front for a great photo-op.
Get your nature kicks on Route 66 at Palo Duro Canyon State Park. This is America's second largest canyon, and it only costs $5 to enter. You can easily drive the length of the park and pull over for some scenic overlooks. There's also a sizeable campground in the park.
Once you reach Adrian, Texas, pat yourself on the back: you've made it to the middle of Route 66! You'll know you've arrived once you see the MidPoint Cafe, a vintage-style roadside diner, with lots of photo-ops to commemorate your journey down the Mother Road.
Another New Mexico highlight along Route 66 is the small town of Santa Rosa, home to the Blue Hole of Santa Rosa. This deep azure-hued diving hole is a favorite local swimming spot, and it's absolutely worth a stop to take a dip, especially if you're braving the Mother Road in July or August. If you're a serious diver, this is one of America's most popular dive destinations. Then, once you've toweled off, visit the Silver Moon Cafe in town for some of the best pancakes of your life.
Of course, no trip through the Wild West is complete without visiting at least one ghost town, and Route 66 offers a few opportunities. But, the best is arguably Oatman, Arizona, which considers itself a "living" ghost town, complete with gift shops, staged gunfights and wild burros wandering through town. Judy’s Saloon and Oatman Hotel and the Dollar Bill Bar are must-visits when passing through.
If you're looking to go full kitsch, then you don't want to miss out on spending the night in a Wigwam Village. Once scattered across the country, today only several villages remain to offer guests the pure fun of staying in a teepee-shaped motel room. There's two along Route 66: Wigwam Village Motel No. 6 in Holbrook, AZ, and Wigwam Village #7 Motel in Rialto, CA.
Best time of year to travel along Route 66: The best time to road trip down Route 66 is between late April and early July, as well as late August through late October. The worst times to visit would be July and August, this is when the temperature is sweltering and all the kids are out of school, which means you'll come across some crowds along the route. In addition, July and August is considered high season, so you're going to be paying higher rates for lodging.