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Tours in the Midwest

If you think the entire Midwest is pancake-flat, you’ve got another thing coming. The middle of America is a prime cycling destination with hundreds of miles of rail trails, paved cycling paths, and empty country roads — not to mention some incredibly vibrant communities large and small. A tour in the Midwest can take you through rolling farm country, along meandering rivers, and next to pristine lakes (including a few particularly “Great” ones), and — yes — up and down more hills than you might expect! 

Great Lakes
Great Lakes

Inn to Inn. Enjoy incredible scenery and some of the best riding you can imagine on this inn-to-inn adventure. You’ll enjoy great riding with minimal gear and the added luxury of a roof over your head and a warm bed each night. Coupled with the route’s moderate terrain and manageable daily distances, this trip makes an excellent choice for beginners or for those wishing to enjoy more time out of the saddle during their vacation.

Katy Trail
Katy Trail

Inn to Inn. There might not be a trail in the U.S. better suited for a relaxed ride than Missouri's popular Katy Trail. Car-free, virtually flat, and featuring a crushed-limestone surface, the trail dishes up plenty of towns and attractions (and ice cream stands) along the way to keep things interesting. This tour is perfect for any wanderer who enjoys meandering through small towns and stopping to smell the roses.

UGRR: North to Niagara
UGRR: North to Niagara

Van Supported. Explore America's legendary route to freedom on our incredible Underground Railroad tour. We'll be immersed in history as we ride from the Deep South to Niagara Falls through the landscapes and communities that provided shelter and aid to freedom seekers.

Tour Team Top Picks

Cycle the Divide - Montana
Cycle the Divide - Montana

Fully Supported. Here’s your chance to sample our heralded Great Divide Mountain Bike Route, fully supported and load-free! We’ll travel from the lively resort town of Whitefish, located near Glacier National Park, to the southern end of the spectacular Swan Range, one of Montana’s less-visited geologic gems.

Acadia and Mt. Desert Island
Acadia and Mt. Desert Island

Inn to Inn. Spend a long weekend riding the scenic roads that bring you through Maine’s only National Park - Acadia. Relax by the rocky Otter Cliffs, listen to Thunder Hole, and maybe even take a trip on the famous Carriage Roads.