A bike leaning against the mile marker along the Root River and Harmony-Preston Valley Trails near Lanesboro, Minnesota. Editorial credit: Dave Jonasen / Shutterstock.com

6 Most Bike-Friendly Towns in Minnesota

Minnesota, affectionately nicknamed the "Land of 10,000 Lakes," isn't just a paradise for anglers and water sports enthusiasts; it's also a haven for cyclists. In a state where bikes often outnumber boats in some locales, Minnesota's smaller towns are especially compelling for those who prefer their sightseeing done from the seat of a bicycle.

Each town has a mix of trails, historical charm, and breathtaking landscapes that cater to every level of cyclists, from leisurely riders to the more adventurous. This article showcases six of the most bike-friendly towns across the state, where the welcome mat is out for both two-wheeled tourists and local pedal-pushers. From the riverfront allure of Stillwater to the bluff country beauty of Lanesboro, get ready to explore Minnesota in the most eco-friendly way possible—on a bike.

Northfield

A chapel in Northfield, Minnesota.
The Skinner Memorial Chapel in Northfield, Minnesota. Editorial credit: tmphoto98 / Shutterstock.com

Northfield is a thriving and vibrant college town with a rich historical backdrop. The presence of Carleton College and St. Olaf College not only enriches the town’s cultural and educational atmosphere but also contributes significantly to its scenic landscapes, particularly noticeable in the well-maintained paths of Carleton College's Arboretum. These pathways are not just for strolling; they provide cyclists with a serene environment to ride through, filled with an array of flora that changes with the seasons. Additionally, the town’s commitment to preserving its past—highlighted by the annual Defeat of Jesse James Days—adds a layer of historical intrigue that can be explored on two wheels, offering a unique blend of leisure and learning.

The Cannon River's proximity to the town's center allows for easy access to scenic routes that lead cyclists through both commercial and picturesque spaces. The river pathways connect seamlessly to other attractions, such as the historic First National Bank site and the bustling downtown area, which boasts charming businesses like the Goodbye Blue Monday Coffeehouse and Imminent Brewing.

Red Wing

View of the port in Red Wing, Minnesota.
View of the harbor along the Mississippi River in Red Wing, Minnesota. Editorial credit: Steve Heap / Shutterstock.com

Situated along the Mississippi River, Red Wing is a visual delight and provides practical routes for both leisurely and adventurous biking. The historic downtown, listed on the National Register of Historic Places, offers cyclists a scenic and cultural journey through its storied streets. This area is easily navigable on bike, allowing visitors to explore attractions like the Red Wing Shoe Company Museum, where they can delve into the history of the iconic shoemaker, and the Sheldon Theatre, a restored 1904 opera house offering performances a stone's throw from the cycling paths. Furthermore, the proximity of these attractions to the bike-friendly pathways means that visitors can enjoy a blend of educational and recreational activities without ever needing to dismount.

Red Wing’s natural environment invites cyclists to explore more rugged terrains, like the trails leading to Barn Bluff, which offer panoramic views of the Mississippi River and the town. This geographical feature, while challenging, rewards cyclists with not only breathtaking scenery but also a sense of accomplishment upon reaching the summit. Additionally, the Red Wing Marina and the nearby Falconer Vineyards provide pleasant stops along cycling routes, where one can relax and enjoy the local offerings.

Winona

A roadway near Winona, Minnesota.
A coastal roadway in Latsch State Park near Winona, Minnesota.

This small, accessible town boasts a walkable downtown area rich in historical architecture. Along with traveling on foot, it offers cyclists a gentle urban ride with culturally enriching stops like the Minnesota Marine Art Museum. The museum, which showcases an extensive collection of maritime art, is conveniently located near other downtown attractions, making it an ideal waypoint for cyclists exploring the area. Moreover, Winona’s commitment to maintaining and promoting its historical and architectural heritage enhances the cycling experience, providing an aesthetically pleasing and educational environment.

Winona is well-equipped for both the casual cyclist and the outdoor adventurer. Its strategic location along the Mississippi River Valley offers challenging terrain and exceptional views, especially from landmarks like Sugar Loaf Bluff. This unique geological feature invites cyclists to venture on its trails, which promise panoramic vistas of the river and town below. Additionally, the nearby Great River Bluffs State Park and Lake Winona offer diverse biking trails that cater to different skill levels, ensuring that everyone, from beginners to experienced cyclists, can enjoy the area's natural beauty.

Stillwater

A street in Stillwater, Minnesota.
A bustling street in the town of Stillwater in Minnesota. Editorial credit: Cavan-Images / Shutterstock.com

Stillwater, renowned as the "Birthplace of Minnesota," is located on the banks of the St. Croix River, just 25 miles from the Twin Cities. Stillwater's scenic charm is accessible through a network of well-maintained trails and bike-friendly streets, including 30 miles of interconnected trails. One of the most popular ways to explore the Midwest is on two wheels, and you’ll find some of the best biking in Minnesota near Stillwater. In fact, Stillwater was recently awarded a bronze-level Bicycle Friendly Community by the League of American Bicyclists. The area offers diverse biking options, from urban, paved routes over bridges and streets to wooded, dirt, and gravel trails just outside the city limits. Touring the historic downtown area by bike is also a fantastic way to see the sights, hit the breweries and restaurants, and do a little light shopping.

For those interested in biking in Minnesota, the downtown Stillwater Hotel is the ideal place to make your home base. Not only is it close to bike rental companies—some of which offer discounts to guests—but it’s also near the two most traversed bike trails: the St. Croix River Crossing Trail Loop and Brown’s Creek State Trail. After a long day of cycling, you’ll find the guest rooms at this boutique hotel spacious and comfortable—the perfect place to relax and unwind. Brown’s Creek Trail is a 6.4-mile paved multi-use trail built on an old railroad leading from downtown Stillwater into the countryside. You can start your journey at the trailhead parking lot on the north end of Main Street by the old train depot.

Lanesboro

Marker for the Root River Trail in Lanesboro, Minnesota.
Marker for the Root River Trail in Lanesboro, Minnesota. Editorial credit: Dave Jonasen / Shutterstock.com

Lanesboro, frequently celebrated as the "Bed and Breakfast Capital of Minnesota," is cradled in the southeastern region of Minnesota’s bluff country. Biking lovers rave about the spectacular Root River State Trail, a 42-mile paved pathway that winds through the valley with Lanesboro at its heart. This trail also connects with the Harmony-Preston Valley State Trail, offering an additional 18 miles of scenic, paved biking routes, making it a premier destination for cyclists. Moreover, the trail’s accessibility directly from the town’s charming downtown—lined with quaint shops, art galleries, and cozy cafes—ensures that visitors can seamlessly transition from a leisurely bike ride to relaxing in the local eateries or exploring the cultural offerings at venues like the Commonweal Theatre Company, which enriches the small-town experience with professional performances.

Nisswa

A paved trail in Nisswa, Minnesota.
A scenic trail in Nisswa City Park in Minnesota Editorial credit: Edgar Lee Espe / Shutterstock.com

Located on the iconic Paul Bunyan State Trail, Nisswa provides 120 miles of well-maintained paths that cater to bikers of all levels. This trail, one of the longest rail trails in the United States, serves as a year-round venue for biking, hiking, and snowmobiling, ensuring that it is a vibrant hub of activity regardless of the season. The direct access to such a lengthy trail encourages a cycling culture that is integrated into daily life and leisure, making Nisswa a standout destination for cycling enthusiasts. Additionally, the town’s proximity to Gull Lake enhances its appeal, offering picturesque landscapes and various water-based activities that can be a relaxing complement to a day spent biking.

Events like the Nisswa-stämman Scandinavian Folk Music Festival and the Nisswa Turtle Races add a unique twist that enriches the biking experience. These events not only draw visitors from across the region but also foster a festive atmosphere that celebrates the town’s heritage and community spirit. The layout of the town itself, featuring a delightful Main Street lined with boutique shops, specialty stores, and eateries, invites cyclists to explore its quaint avenues at a leisurely pace.

Wrapping Up

As you explore the "Land of 10,000 Lakes," Minnesota offers a unique biking adventure that intertwines natural splendor with rich history across its charming towns. From Northfield’s riverside trails to the panoramic heights of Red Wing’s bluffs, each town weaves its own narrative, creating a diverse tapestry of biking experiences. Whether it’s pedaling through the historic streets of Stillwater or alongside the scenic vistas along the Root River Trail in Lanesboro, Minnesota's towns are ready to enchant you with their beauty and hospitality. So, ready up and prepare for an unforgettable journey through some of the most bike-friendly locales in the heart of the Midwest, where every turn brings a new discovery, and every stop is a memory in the making.

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