Must-Do Bike Rides in 2027
Road, trail, or gravel—whatever you ride, 2027 is packed with adventure! Check out our list of must-do bike rides in Minnesota and beyond, and start marking your calendars for a year full of unforgettable cycling experiences.
Tour de Tulips photo
Orange City Tulip Festival Tour de Tulips
Orange City, Iowa
May 15, 2027
This supported ride is just the beginning of the fun at Orange City’s Tulip Festival, a celebration bursting with color, culture, and Dutch pride. When you’re done pedaling, join in the festivities of this nationally recognized event, where over 100,000 visitors gather each year to experience one of the Midwest’s most charming traditions. website
Med City Meander
Rochester, MN
May 29, 2027
Join the friendly crew from BikeMN’s We Bike Rochester Chapter for a celebration of the city’s amazing trail network that winds through parks, rivers, and neighborhoods in Minnesota’s third-largest city. website
Tour de Loop
Luverne, MN
June 3, 2027
Enjoy a leisurely spring loop around Luverne, register for fun prize drawings, and gather for a sweet treat afterward! Stay for the weekend and dive into Luverne’s lively Buffalo Days, featuring a classic car show, parade, craft fair, and tons of family-friendly fun. website
Tour de Pepin
Lake City, MN
June 5, 2027
Experience one of the Midwest’s most unique and beloved cycling tours, the Tour de Pepin! Choose your route and explore the captivating terrain and historic river towns surrounding beautiful Lake Pepin. website
Tour of Lakes
Nisswa, MN
June 5, 2027
This ride promises an abundance of beautiful scenery, fresh air and terrific rest stops. The Tour of Lakes is a one day recreational, not for-profit bicycle tour hosted by the Paul Bunyan Cyclists Bicycle Club. website
Caramel Roll Ride
Albany, MN
June 12, 2027
Choose from three options: East to Avon, Collegeville, and Saint Joseph, west to Freeport, and north to Holdingford and the covered bridge on the Lake Wobegon Trail. As always, the best Caramel Rolls you can find anywhere will be at rest stops along the way! website
Swiss Cheese and Spotted Cows Bike Tour
Sauk City, WI
June 15-19, 2027
This fully supported, hotel-based bike tour explores the best of southern Wisconsin, from the rolling hills of the Driftless region to the gentle countryside beyond. website
South Dakota Fish, Game and Parks photo
Mickelson Summer Trail Trek
Custer, SD
June 18-20, 2027
Discover the heart of the Black Hills on the Mickelson Trail, pedaling through valleys, tunnels, and historic mining towns on this 119-mile bucket list adventure. website
Lady Slipper Ride
Avon, MN
June 19, 2027
This short ride on the Lake Wobegon Trail comes with a glimpse of the beautiful lady’s slipper orchids growing wild on the trail near Avon. website
Loop the Lake Ride
Bemidji, MN
June 19, 2027
Take a fun bike cruise around Lake Bemidji with the whole family and experience the charm of the first city on the Mississippi from the seat of your bike. Enjoy beautiful lakeside views, community spirit, and plenty of family-friendly activities. website
Tour of Minnesota photo
The Tour of Minnesota
St. Croix Falls, WI; Hinckley, MN; Duluth, MN
June 19-25, 2027
Celebrating over 50 years of adventure, this iconic Minnesota ride continues to inspire cyclists with its mix of scenic roads, rolling trails, and lasting camaraderie. website
WI Bike Fed photo
Ride Across WI
Eau Claire, WI
June 10-11, 2027
Riders from across the country come together to tackle epic distances, cruise through breathtaking countryside, and discover the hospitality of small-town USA. website
Minnesota Trails Magazine photo
Tour de Bun Bicycle Classic
Montgomery, MN
July 24, 2027
Pedal through the heart of Minnesota Czech Country in scenic Le Sueur County, where refreshment stops, quiet rural roads, and two adventurous gravel routes make for an unforgettable day on the bike. website
Duluth Trails Fest
Duluth, MN
August 6-8, 2027
Tour de Tonka
Minnetonka, MN
August 7, 2027
The Tour de Tonka is a Minnesota classic. Roll through the Lake Minnetonka area and its surrounding communities on your choice of routes, there’s a perfect distance for every rider. website
Jeff Nelson photo
Bridge the Valley Bike Rally
Stillwater, MN
August 8, 2027
Join the Stillwater Sunrise Rotary Club on an epic trip through the hills and valleys around Stillwater, MN. Part of the Rivers, Lakes, Fields Ride Series, including the Northfield Rotary Bike Tour. Ride both for extra swag and prize drawings. website
CaNDak
Northwestern North Dakota (exact location TBD)
August 8-15, 2027
This ride carries on the tradition of the CANDISK ride of North Dakota, with daily routes ranging from 35 to 70 miles and a century option. This is a multi-day tour through North Dakota with terrain varying from flat fields to steep hills. website
Gitchi-Gami North Shore Ride
Gooseberry Falls State Park
August 21, 2027
Enjoy a supported, recreational ride on the Gitchi-Gami State Trail along Lake Superior’s spectacular North Shore. Get up close to breathtaking shoreline views, listen to the rhythm of rushing waterfalls, and wind your way through beautiful state parks. website
Caramel Apple Ride
Sauk Centre, MN
September 11, 2027
This family-friendly ride on the Lake Wobegon Trail starts in Sauk Centre and offers two route options: East to Melrose and west to Osakis. All rest stops will have refreshments and caramel apple treats and ride proceeds go to promoting and improving the trail. website
Jesse Steed photo
Northfield Rotary Bike Tour
Dundas, MN
September 11, 2027
There’s a route for everyone: Road, gravel or family. Part of the Rivers, Lakes, Fields Ride Series, including Bridge the Valley Bike Rally. Ride both for extra swag and prize drawings. website
Saint Paul Classic photo
Saint Paul Classic Bike Tour
Saint Paul, MN
September 12, 2027
As always, Classic riders enjoy the scenic and historic Grand Round in Saint Paul. Enjoy a delightful tour of five regional parks, plus a jaunt over the Mississippi River over to lovely Lilydale Park. Live music at every rest stop! website
South Dakota Fish, Game and Parks photo
Mickelson Trail Trek
Custer, SD
September 17-19, 2027
Discover the heart of the Black Hills on the Mickelson Trail, pedaling through valleys, tunnels, and historic mining towns on this 119-mile bucket list adventure. website
Kirsten Faurie photo
Mora Bike Tour
Mora, MN
September 18, 2027
Join the annual Mora Bike Tour, starting and finishing at the Vasaloppet Nordic Center. With two beautiful rural routes, well-stocked rest stops, and mobile repair support, it’s a perfect blend of Minnesota charm and cycling spirit. website
Ride the Ridges
Winona, MN
September 18, 2027
Ride the Ridges takes cyclists through some of the most scenic areas in southeastern Minnesota, from lush valleys along winding streams to bluffs overlooking the Mississippi River. Every route features well-stocked rest stops with local delicacies to keep you fueled and happy. website
Mama Law photo
Wheelin’ To Wall
Wall, SD
September 25, 2027
Experience the magic of Badlands National Park and its striking rock formations during this two-day cycling celebration. Both road and gravel routes are available on this fully supported ride through one of America’s most dramatic landscapes. website
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About me
I’m Jan, the publisher of Minnesota Trails Magazine. I’m looking for that one trail, the next ride, a new discovery and other reasons to never sit still in Minnesota.
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