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Leg 2 - Route 66: St. Louis to Tulsa

Haunted motels, caverns, wineries, wax museums, and one very big blue whale

  • 32
  • 01:40
  • 80 mi
  • $12
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Created by SonyaOglesbyHoffman - March 18th 2023

Next up is St. Louis, Missouri, to Tulsa, Oklahoma, a stretch that some travelers consider the heart of Route 66. It’s where east meets west, linking up the Midwest with the West Coast. Much of this stretch is on I-44, which means lots of exits and county roads, but the scenery is often beautiful. When possible, we’ll point out places where you can hop on and off the original parts of Route 66.

1135 Highway W, Stanton, MO, US

Meramec Caverns

913 E Washington St, Cuba, MO, US

Missouri Hick Barbeque

Photo of Wagon Wheel Motel
3.5

901 E Washington St, Cuba, MO, US

Wagon Wheel Motel

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In Cuba you’ll find the iconic Wagon Wheel Motel, a 19-room historic Route 66 motel in operation since 1936. Don’t miss nearby vintage gas stations such as the Old Conoco Service Station and a Phillips 66 station.

Photo of World’s (Second) Largest Rocking Chair
4.6

5957 Hwy ZZ, Cuba, MO, US

World’s (Second) Largest Rocking Chair

The 40-feet-tall rocking chair in Fanning, Missouri, was once Guinness-certified as the World's Largest Rocker. In 2015, it was bumped down to second place by an even larger chair in Casey, Illinois.

Photo of Mule Trading Post
4.6

11160 Dillon Outer Rd, Rolla, MO, US

Mule Trading Post

Photo of Munger Moss Motel
4.4

1336 E Route 66, Lebanon, MO, US

Munger Moss Motel

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330 W Pine St, Phillipsburg, MO, US

Redmon's Candy Factory

If you need a sugar fix, stop in at Redmon’s Candy Factory in Phillipsburg. They make more than 20 flavors of fudge and 70 flavors of taffy in the on-site candy kitchen.

1451 E Pythian St, Springfield, MO, US

Pythian Castle

Pythian Castle is frequently listed as one of the best kept secrets in Missouri. Built in 1913 by the mysterious Knights of Pythias, the castle was ultimately purchased by the U.S. military and even housed some POWs during World War II. Today, it’s privately owned and used for historic tours, ghost hunts, escape room events, and murder mysteries.

Photo of Best Western Route 66 Rail Haven
4.6

203 S Glenstone Ave, Springfield, MO, US

Best Western Route 66 Rail Haven

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Don’t miss the Best Western Route 66 Rail Haven hotel in Springfield. This classic roadside hotel has been a Mother Road fixture since 1938. There are several great photo ops around the hotel, including an old-school fire truck and vintage gas pumps. One of the hotel’s claims to fame is that Elvis Presley stayed here, and if it’s good enough for The King, it’s good enough for all of us.

1158 St Louis St, Springfield, MO, US

Steak ’n Shake

325 Park Central E, Springfield, MO, US

Gillioz Theatre

154 Park Central Square, Springfield, MO, US

History Museum on the Square

Photo of Gary's Gay Parita
4.7

21118 Old 66, Ash Grove, MO, US

Gary's Gay Parita

Photo of Red Oak II
4.5

County Loop 122, Carthage, MO, US

Red Oak II

17231 Old 66 Blvd, Carthage, MO, US

66 Drive-In Theatre

By this point, you’ve likely passed a few drive-in theaters, and it’s worth stopping at one to catch a movie. The 66 Drive-In in Carthage is a great surviving example of postwar outdoor theaters. Situated on a 9-acre, scenic plot of land, just about three miles from downtown, the drive-in (with a 66-foot-high screen, playground, and Art Deco concession stand) opened in 1949.

1216 S Main St, Joplin, MO, US

Wilder's Steakhouse

Photo of Missouri Welcome Center
3.9

I-44 Mile Marker 2 Rest Area, Joplin, MO, US

Missouri Welcome Center

119 N Main St, Galena, KS, US

Cars on the Route

If you're coming in from Joplin heading west, your first stop in Kansas should be Cars on the Route, a restored Kan-O-Tex service station formerly known as 4 Women on the Route. Along with snacks and sandwiches, here you can shop for antiques and Route 66 memorabilia made by local artists. Outside is a lineup of old trucks on display, including one that inspired the Tow Mater character in Disney’s Cars.

Ending this leg at the Blue Whale makes for a Route 66 highlight, but you’ve still got plenty of attractions—and more than half of the Mother Road—ahead of you. No longer the road of desperation as described by John Steinbeck in The Grapes of Wrath, you’ll nonetheless be following in the footsteps (or rather, wheel ruts) of thousands of Okies who once traveled West along Route 66 in search of greener pastures. There are more driveable portions of the old Mother Road in Oklahoma than in any other state, so get comfortable and don’t forget to stick your hand (or head) out the window to enjoy the wind as it comes sweeping down the plain.

Banner Photo Credit: Flickr/Nicolas Henderson