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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.

Tour Team Top Picks

Hudson River Ramble: Manhattan to Bear Mountain
Hudson River Ramble: Manhattan to Bear Mountain

Van Supported. See just how easy it is to access New York’s green spaces! From downtown Manhattan to Bear Mountain State Park, you’ll get the best of both worlds as you escape the urban jungle on the Hudson River Greenway.

Vermont's Lake Champlain & Green Mountains
Vermont's Lake Champlain & Green Mountains

Fully Supported. Join us on this amazing adventure and discover the beauty, history, and culture Vermont is famous for. You may even get to see Champ, Lake Champlain's beloved lake monster.