Next Bike Adventure – Exploring Winona

At A Glance: Winona – Fun and Food

Enjoy the scenic roads and trails meandering in and out of the Mississippi River when exploring Winona. It is a great experience. Adventure-seekers and novices alike will find this historic river town in Winona a great place for an outdoor adventure. When not bicycling or hiking, the mighty Mississippi River beckons paddlers, boaters, and swimmers with its wide channels, intimate backwaters, and sunny beaches. Overall, it is a great place to cool off. As the sun drops over Sugar Loaf Bluff, savor a great meal and raise your glass to all Winona offers.

Riding your bike around Lake Winona, is a great way to enjoy the many cycling opportunities n Southeast Minnesota's "Dridtless Area".

Biking around Lake Winona is a great way to enjoy the many cycling opportunities in Southeast Minnesota’s “Driftless Area”.

Where to bike when exploring Winona

The river valleys offer flat terrain, gently rolling hills, and spectacular views of rivers and bluffs. Steep bluffs challenge those looking for a more vigorous adventure. Over a hundred miles of trails wind along the lakes, streams, woods, and fields. In town, enjoy the family-friendly paved trail running along Lake Winona.  For the touring cyclist, ride along the Mississippi River Trail and enjoy low-traffic route loops with mileage options to meet your desires. Many off-road trails have vista views and technical challenges for those looking for an adrenaline rush.

Available Maps

Buffside Park (Mtn Biking)

Bronk/Plowline trail overview (Hiking)

Bronk Map

Mississippi River Trail

Trout Valley Management Area (Mtn Biking)

Winona Bikeways City Map

Winona Co. Road Loops 

Winona Kayak and Paddle options

HaveFunBiking Winona Map

Walk/Hiking Opportunities

Tourism Bureau
John A. Latsch State Park
Great River Bluffs State Park
Snake Creek Management Unit
Kruger Forest Management Unit
Bronk Management Unit
Trout Valley Management Unit
City of Winona Parks and Facilities

Area Bike Shops and Clubs 

400 Mankato Ave, Winona

178 Center Street, Winona, Minnesota

Adventure Cycle & Ski | 178 Center St., Winona, MN 55987 | 507-452-4228
Kolter Bicycle & Fitness Inc | 400 Mankato Ave., Winona, MN 55987 | 507-452-5665
Winona Area Mountain Bikers
Winona Park & Rec Programs

Where to Play When Not Biking or Hiking

204 Main St, Winona, MN 55987

1 Walnut street

Winona, MN 55987

800 Riverview Drive Winona, MN 55987



(507) 474-6626

150 Liberty Street Winona, MN 55987

Historical museum 


(507) 457-6095

Winona offers many activities, from countless picturesque views to historic museums and everything in between.
Winona Tour BoatExplore the area’s beauty while learning about the area and seeing the local wildlife | 1 Walnut Street, Winona, MN 55987 | 507-458-2842
Minnesota Marine Art Museum – Home to major artists such as Monet, Homer, Picasso, and so many more |
800 Riverview Dr., Winona, MN 55987 | 507-474-6626
Watkins Museum & Shop – The free museum allows you to look into the beginnings of the beloved J.R. Watkins products and has a shop where you can choose from over 300 of those products | 
150 Liberty Street, Winona, MN 55987 | 507-457-6095
Winona National Bank – More than your ordinary bank, this is a historical destination where you can see the trophies of the original owners, the original vault, and the Tiffany stained-glass windows |
West Location: 1491 West Broadway | Downtown Location: 204 Main Street | East Location: 840 Mankato Ave. | 507-454-8800

Where to Eat

610 East Sarnia St  
Winona, MN 55987

351 West 2nd St. Winona, MN 55987

Bagel shop


(507) 454-6787

58 Center Street Winona, MN 55987

Family friendly, homemade food, sit down


(507) 452-2718

252 East 3rd St. Winona, MN 55987

Full bar, live music 



From several bakeries offering the nationally-acclaimed maple-long johns to the popular Boathouse,  this area offers several interesting and charming cafes, coffee shops, and ice cream shops ideally suited to a cyclist’s taste. For the most up-to-date listing, click here.

Here are just a few of the places to eat in Winona:
Lakeview Drive Inn – True to its name, this family-owned restaurant gives you a fantastic view of the lake while serving fresh, delicious food and homemade Root Beer | Menu | 610 East Sarnia St., Winona, MN 55987  | 507-454-3723
Jefferson’s Pub & Grill – All your favorite classics in this renovated railway Freight House | Menu | 58 Center St., Winona, MN 55987 | 507-452-2718
Winona Bread & Bagel – The perfect place to grab any of your favorite baked goods from cupcakes and cookies to hand-shaped loaves of bread |
351 W. 2nd St., Winona, MN 55987 | 507-454-6787
Ed’s No Name BarRanked as the best place for live music from Southern Minnesota Scene Magazine, Ed’s is great to grab your favorite drink or try a local brew and relax while listening to live music or playing some yard games | 252 E. Third Street, Winona, MN 55987 | 507-450-1788

Where to stay when visiting Winona

From a restored river town mansion to the functionality of a standard hotel room or campground, Winona has an array of lodging for every traveler’s taste and budget.

See Places to Stay


Public Wi-Fi Spots

Along with most hotels,  coffee shops, and restaurants have Wi-Fi available. The public library is also a good option. The Winona Public Library is located at 151 W. 5th St. in Winona and can be contacted at 507-452-4582.
See the Winona Tourism Bureau for more detailed information.