Itineraries

Route 66 Part One

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Route 66 is one of the most famous highways in the United States. Missouri is home to more than 280 miles of the “Mother Road,” and features some of the Route’s most historic tourist attractions. As you travel Route 66, we recommend taking the “scenic route” and spending a few days to cover a handful of the things to do on Route 66 in Missouri. Begin your journey from St. Louis, one of the most popular cities on Route 66.

Morning

A. Ted Drewes Frozen Custard Since 1929

A St. Louis tradition on Old Route 66 since 1929. Known for specialty "concrete" shakes so thick you can turn them upside down, Ted Drewes Frozen Custard is a must-taste food while you travel Route 66. Journey back in time when you order from the walk-up window and enjoy a “concrete” shake outside in the summer time. No inside seating. Most of our products are certified kosher.

B. Old Chain of Rocks Bridge

At one mile, the Old Chain of Rocks Bridge is the world’s longest pedestrian and bicycle-only bridge. Park your car on the Illinois side and enter Missouri by bicycle or foot across this historic piece of Route 66. This bridge is located just north of St. Louis.

C. National Museum of Transportation

The Museum of Transportation has “one of the largest and best collections of transportation vehicles in the world," according to the Smithsonian Institution. Fittingly positioned along Route 66, the Museum of Transportation is one of many historic things to do on Route 66. Spend an afternoon learning about the vehicles and other modes of transportation used to travel Route 66 in years past.

Evening

A. Route 66 Rocker

In September 2008, the Guinness Book of World Records awarded Dan and Carolyn Sanazaro's 42'1" steel rocker the designation World's Largest Rocking Chair. The chair sits adjacent to the Fanning Route 66 Outpost, about four miles from Cuba.

B. Wagon Wheel Motel

Stay the night at Wagon Wheel Motel, a Route 66 destination since 1934. The completely remodeled motel features modern amenities, including Wi-Fi and flat-screen TVs.

Afternoon

A. Meramec Caverns

Meramec Caverns is the largest commercial cave in the state of Missouri. Well-trained rangers can accommodate groups of any size, making the Caverns a must-see outdoor destination for families & groups. As you travel Route 66, pull off for a day to explore the caves and see a hideout once used by outlaw Jesse James.

B. Meramec Caverns Restaurant

Enjoy home-style cooking, soups and sandwiches from Memorial Day-Labor Day or pop in to the snack bar, with 28 flavors of ice cream, open daily, March-December.

C. Route 66 State Park

Located along the original Route 66 corridor, the nearly 419-acre park is a boon to visitors who want to enjoy nature and see interesting displays showcasing Route 66.