Winona Holidays

Winona is a hub for road biking and mountain biking in southeast Minnesota. The bluffs that surround the Winona provide challenging hills for road bicyclists and the Holzinger Trails within the city provide over 10 miles of single-track riding for mountain bikers. In addition, because the majority of the City rests on a relatively flat sandbar, Winona is a friendly city for bicyclists of all skill levels.
The Arts and Culture scene in Winona Minnesota is considered a “hidden gem of the mid-west.” With two professional theatre companies, the Great River Shakespeare Festival and Theatre de Mississippi, numerous music festivals such as the Mid West Music Fest and the Minnesota Beethoven Festival, and local museums – the Minnesota Marine Art Museum and Winona Historical Society, Winona is a thriving arts community.
From the tip top of the bluffs to the deep blue of our river, Winona is an outdoor recreation dream. Trails that wind through hardwood forests offer adventure-seekers and novices alike a scenic stage for outdoor activities on land, and the Mighty Mississippi beckons paddlers, boaters and swimmers with its wide channel, intimate backwaters and sunny beaches meant for lounging.
The work of world-class artists and performers has never been this accessible
Whether your taste is for masters like Van Gogh, legends like Yo-yo Ma, or icons like Shakespeare, prepare to be blown away by what you’ll find in Winona. A museum revered around the world, an annual festival that draws international stars, and stages that boast a year-round slate of professional productions and performers are just a taste of the ways you can entertain yourself here.