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Illinois Route 66 Midwest Road Trip
Caravan to Collinsville

Trip notes about a road trip and scavenger hunt from Chicago to Collinsville on Illinois Route 66 — the first stretch of the Mother Road that runs from Chicago, Illinois, to Santa Monica, California. The trip has been test-driven and found suitable for families and friends — including pets. It’s ideal for anyone with an adventurous spirit who wants to get away from it all and rediscover cool shades, hot rods, nostalgic sites, delicious road food and friendly folks along the way.

Chicago to Collinsville/St. Louis on Illinois Route 66

Pass or be passed! Follow the classic cars and fellow time-travelers to Route 66. Ragtops down, radio up. Fast enough to win the scavenger hunt. Slow enough to read the Burma Shave signs and visitors-log comments left by visitors from around the world.

The Caravan to Collinsville adventure began as a family reunion/scavenger-hunt/road-trip, but you can drive it anytime. People come from coast to coast and overseas to drive all or part of this historic road.

The adventure begins in downtown Chicago, the official beginning of Route 66. Or, bypass Chicago and choose the alternate starting point in Joliet. Take the scenic route to Springfield, IL, home of the annual Route 66 Festival, classic car night parade, and other Route 66 attractions and historic sites, including President Abraham Lincoln’s old stomping grounds.

Ride on to Collinsville/St. Louis where Steinbeck’s “Mother Road” heads west to California.

Take time to tailgate under the stars. Bring a blanket, lawn chairs and room for hot-buttered popcorn at the Route 66 Drive-In Theater. If you time it right, you’ll see some of the region’s best fireworks – the show before the show.

Rt 66 thru Litchfield 66 shield on pavement

Soda fountains, frosty malts, root beer floats, whistle stops, ma ‘n pa shops … impromptu detours … kitschy roadside architecture … friendly folks … a taste of maple “sirrup” … retro halls … the thrill of the open road.

This site, like Route 66, is a work in progress. Check back often!

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