New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
undefined Itinerary
Last updated: 2024 Jun 14Morning
Begin your journey in Chicago, where Route 66 officially starts. Take a stroll through Millennium Park and marvel at the famous Cloud Gate sculpture, also known as "The Bean." Head to Lou Mitchell's for a classic American breakfast to start your day right.
Afternoon
Continue on to the Gemini Giant in Wilmington, a 30-foot-tall statue of a spaceman holding a rocket that stands as a tribute to the Atomic Age. Next, make a stop in Pontiac to visit the Route 66 Association Hall of Fame and Museum, which features exhibits of vintage cars, memorabilia, and a gift shop.
Morning
Begin your day exploring the historic city of St. Louis and visit the iconic Gateway Arch, which offers stunning views of the city and the Mississippi River. Next, stop at Ted Drewes Frozen Custard, a Route 66 classic, for a sweet treat.
Afternoon
Continue on to Meramec Caverns, a series of underground caves that have been a popular attraction for Route 66 travelers since the 1930s. Take a guided tour of the caves and learn about their history and geology.
Morning
Start your day with breakfast at the Wagon Wheel Motel in Cuba, one of the oldest continuously operating motels on Route 66. Next, stop at the Route 66 State Park in Eureka, which features a museum, hiking trails, and picnic areas.
Afternoon
Continue on to the famous Meramec River Bridge in Route 66 State Park, which is featured in many iconic Route 66 photographs. Next, visit the Devil's Elbow Bridge, a historic truss bridge that spans the Big Piney River.
Morning
Start your day in Oklahoma City and visit the National Cowboy & Western Heritage Museum, which showcases the history and culture of the American West. Next, stop at Pops in Arcadia, a Route 66 landmark that features a giant soda bottle sculpture and offers over 700 kinds of soda.
Afternoon
Continue on to the Round Barn in Arcadia, a historic landmark that was built in 1898 and is now a museum and gift shop. Next, visit the Rock Cafe in Stroud, a famous Route 66 diner that has been serving up delicious food since 1939.
Morning
Start your day exploring the quirky Blue Whale of Catoosa, a 70-foot-long blue whale that was built in 1972 as a surprise anniversary gift. Next, visit the Coleman Theatre in Miami, a beautiful historic theater that opened in 1929 and still hosts concerts and events today.
Afternoon
Continue on to the Route 66 Vintage Iron Motorcycle Museum in Miami, which features a collection of vintage motorcycles and Route 66 memorabilia. Next, visit the Cars on the Route museum in Galena, which features the original tow truck that inspired the character "Tow Mater" in the movie Cars.
Morning
Start your day in Carthage and visit the Precious Moments Chapel, a beautiful chapel that is home to the world's largest collection of Precious Moments figurines. Next, stop at the Boots Court Motel in Carthage, a classic Route 66 motel that has been beautifully restored.
Afternoon
Continue on to the Route 66 Drive-In Theater in Webb City, a classic drive-in that shows double features on weekends. Next, visit the Rainbow Bridge in Baxter Springs, a historic truss bridge that spans Spring River.
Find the right stay during your trip.