For Outdoor Enthusiasts
Endless outdoor recreation and dazzling colors make Winona legendary in autumn! The fiery hues of the trees surround you as you hike or bike along our scenic trails, and Sugar Loaf Bluff offers a thrilling rock-climbing experience, with panoramic views of the Mississippi River and the stunning fall landscape below. Paddle along the river, enjoy a round of golf at courses that stay open later than most in the state, or simply soak in the vibrant scenery. Whether on foot, bike, or rock, Winona’s fall fun is unbeatable and will have you coming back for more!
Featured Fall Events
Boats & Bluegrass
Set on the banks of the mighty Mississippi, the Boats and Bluegrass Festival is a beloved, family-friendly event where bluegrass, folk, and Americana music shine. With past performances from Grammy-winning artists like Bela Fleck, Sam Bush, and The Infamous Stringdusters, this event offers top-notch music in a breathtaking setting. The festival includes camping, so you can enjoy the full experience under the stars. With tickets selling out quickly, it’s an unforgettable event for the whole family that you shouldn’t wait to buy passes for.
Voices of the Past Cemetery Walk
The Voices from the Past Cemetery Walk in Winona is a captivating annual event sponsored by the Winona County Historical Society. Held at Woodlawn Cemetery, this event brings Winona’s history to life through live performances, where local actors portray historical figures from the past. Themes vary each year, offering unique insights into the lives that shaped the community. Past events have featured topics such as local street names, notable families, and Winona's role in the Civil War. It's a unique blend of storytelling and history, set in a picturesque fall landscape!
Polish Smaczne Jablka (Apple Day)
Polish Smaczne Jablka, or Apple Day, is a beloved Winona tradition every October, celebrating the city’s deep Polish roots. The festival honors Winona’s strong Kashubian community, which has played a significant role in shaping the city's culture and history. Enjoy Polish music, food, apple-related treats, art, and more while learning about the town’s rich heritage. It’s a day filled with fun, family, and a taste of Winona’s proud Polish traditions.
Sandbar Storytelling Festival
The Sandbar Storytelling Festival in Winona is an exciting annual event that celebrates the art of storytelling in a breathtaking setting. It features compelling performances by renowned storytellers such as Sheila Arnold, Mo Reynolds, and Len Cabral, who bring diverse cultural traditions to life. This festival includes workshops, food, and concerts, drawing people of all ages to experience unforgettable tales. Hosted at Saint Mary's University, it highlights the power of storytelling while enriching Winona’s vibrant arts community.
Full Calendar of Upcoming Events
Our expansive, searchable calendar contains all types of events, whether you’re looking for things to do in the evening or during the day. Also, if you are planning a visit, you can sign up for our monthly or weekly overview of things to do to get your adventure-planning wheels turning!
Ask A Local
We have local experts who are excited to answer your questions. View some of our frequently asked questions or submit one of your own. We have answers!