All-Season Exploration

Hiking And Biking Winona

The river valleys offer flat terrain or gently rolling hills and spectacular views of rivers and bluffs by bike or on foot. Steep bluffs challenge those looking for a more vigorous adventure. Over a hundred miles of bike and hike trails wind quietly along lakes and streams and through woods and fields.

Winona is also home to several annual biking events:

scenic biking holzinger
pink roses bloom in one of Winona, Minnesota's city parks as a tall fountain of Princess Wenonah stands in the background

Downtown Walking Tours

Dramatic architecture whispers the history of Winona as you wander past its sculpted friezes, imported marble and imposing facades. A walking tour of historic downtown Winona takes you through nearly a dozen blocks lovingly preserved on the National Historic Register.

With the walking tour brochures as your guide, see the wealth of architectural treasures preserved through the historic district designation.

Downtown and riverfront historic districts map includes the Winona Public Library, J.R. Watkins, Winona City Hall, Hodgins House and many more.

Commercial historic districts map includes Winona history, an architectural details guide and many buildings in both the north and south side historic districts.

*Enjoy a Guided Tour with the Winona County Historical Society, offered seasonally

Visit Winona Winona County Historical Society

Stained Glass

As an island of culture in the untamed frontier, many of the city’s businesses and churches built lavish structures, often employing noted architects such as George W. Maher, Purcell & Elmslie and Charles G. Maybury. Extensive stained-glass windows are an integral part of their designs, and the world’s finest craftsmen were hired to make them. Today, the buildings and their glorious windows remain as a symbol of that fascinating era.

  • Purchase guidebooks highlighting more than 20 must-see stained glass sites throughout the city at the Winona County History Center or the Winona Visitor Center.
  • Download the free adventure app eAtlas to take the digital “Winona’s Glorious Glass” Tour to see the sites in person and earn exclusive discounts and deals at several locations.
  • Download the Stained Glass Winona Tour *Some information may no longer be current
  • Download the Glorious Glass Tour Guide *Some information, particularly regarding group tours, may no longer be current

Birding & WIldlife Watching

Birds and bird watchers flock to Winona. Located in the heart of the Mississippi Valley Flyway, Winona is a natural destination for birds and bird watchers. Both the city and the region host a great variety of birds who nest here, are year-round residents or pass through the area during migration. Over 280 species of birds have been identified in the bluffs, valleys and backwaters of the Winona area.

The annual tundra swan migration draws many visitors to Winona.

See our birding opportunities:

Highway 16-Great River Road

Scenic Road Trips

A cool way to spend the day. Bluff country has the kind of beauty it took a million years to create, and a trip on the Minnesota Great River Road will reward you with pristine landscapes, spectacular panoramas and fall color spectacles unlike anywhere else.

Want to go further? Discover America’s best drive on the full Great River Road National Scenic Byway. The Great River Road has been named an All-American Road and traces the course of the Mississippi River for 3,000 miles through 10 states, traveling through America’s rich history, vibrant culture and inspiring natural beauty.

Wineries and Vineyards

The Great River Road has been called one of the country’s most beautiful byways, and the Great River Road Wine Trail might be one of the best reasons ever to take a cruise down it. Along the way, enjoy rolling bluffs, soaring eagles and sapphire views of the Mississippi River.

Winona is the perfect home base for sampling the wares of the 10 wineries that comprise the trail, with several of those wineries just minutes from downtown.

You’ll find that each has its own scenic ambiance and its own bespoke take on how to take grapes from near and far and turn them into something delicious.

winona, minnesota, river, view, vineyard, winery, wine