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! 

Leadership Training - Indiana
Leadership Training - Indiana
May 27, 2019 - May 30, 2019

Leadership Training Course. Our leadership courses are for more experienced touring cyclists looking to lead their own trips or become Adventure Cycling tour leaders.

Great Lakes - Inn to Inn
Great Lakes
Jun 08, 2019 - Jun 18, 2019

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.

Minnesota-Wisconsin Rivers & Trails
Minnesota-Wisconsin Rivers & Trails
Jun 08, 2019 - Jun 15, 2019

Fully Supported. Southwest Wisconsin and southeast Minnesota offer some of the best riding in the country. Rail trails, bridges, cheese factories, and wineries highlight this beautiful area.

Intro to Road Touring - Wisconsin
Intro to Road Touring - Wisconsin
Jun 16, 2019 - Jun 21, 2019

Self Contained. As the experts on self-contained bicycle travel, we’d like to share our knowledge by offering our Introduction to Road Touring (IRT) course. Two days of open-air, informal campground discussions — including the classic panniers vs. trailer debate — will be followed by a fun, four-day tour in and around West Bend, Wisconsin.

Lake Superior South Shore
Lake Superior South Shore
Aug 18, 2019 - Aug 29, 2019

Self Contained. Join us on a tour of the Keweenaw Peninsula, the northwestern-most part of Michigan’s Upper Peninsula. The Keweenaw Peninsula is on Lake Superior, one of the largest freshwater lakes in the world, making it a place of rugged beauty and breathtaking vistas.

Michigan's Lakeshore
Michigan's Lakeshore
Sep 07, 2019 - Sep 14, 2019

Self Contained. Profiled in Chris Santella’s book, Fifty Places to Bike Before You Die, this eight-day, self-contained tour centered in Michigan’s Leelanau Peninsula is an adventure you won’t want to miss!

Great Lakes Relaxed
Great Lakes Relaxed
Sep 07, 2019 - Sep 14, 2019

Fully Supported. We’ve incorporated the quiet roads and pleasurable riding of Michigan’s Upper Peninsula into our popular relaxed tour format.

Tour Team Top Picks

Cycle Montana - Missoula
Cycle Montana - Missoula

Fully Supported. Beginning in Adventure Cycling’s hometown of Missoula, we’ll cross the Continental Divide more than once as we ride along many of the rivers that run through Western Montana and visit small towns, soak in few hot springs, and take in massive views under the Big Sky! 

Great Divide Canada I
Great Divide Canada I

Self Contained. The world’s longest mountain bike route turned 20 last year — and you can join the party. Ride the Great Divide’s spectacular Canadian section and see why Outside magazine called it one of “The Best Backcountry Adventure Trips in America.”

C&O Canal/GAP - Spring
C&O Canal/GAP - Spring

Self Contained. This spring, you won’t need to worry about traffic as you ride your hybrid or mountain bike some 330 miles on hard-packed, gently graded gravel and dirt trails from the heart of the nation’s capital north to Pittsburgh, Pennsylvania.