Historic Downtown Winona Vacations from $684
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Your Historic Downtown Winona Vacation
Take all the stress out of planning your next break with a Historic Downtown Winona vacation package. Soak in the sounds and sights of this appealing neighborhood and experience everything it has to offer. Kick start your trip to Historic Downtown Winona by heading to nearby attractions such as Winona State University, St. Marys University of Minnesota and Sugar Loaf. Whatever your travel goals or budget, booking your dream Historic Downtown Winona vacation is quick and easy with Expedia.
The Latest Historic Downtown Winona Vacation Packages
Aspen Select
Reviewed on Jan 28, 2026
The Towers At Kahler Grand Hotel
Reviewed on Dec 24, 2025
Hotel Indigo Rochester – Mayo Clinic Area by IHG
Reviewed on Jan 20, 2026
Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys
Reviewed on Jan 9, 2026
Historic Downtown Winona Hotel Deals
Alexander Mansion Bed and Breakfast
Wonderful breakfast and host.
Reviewed on Jan 23, 2026
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
The house was so cozy and comfortable. The decor was great. Beds were very comfortable. The neighborhood was very quiet. You could walk to many establishments. I would highly recommend this VRBO. Our contact was timely and answered our questions efficiently.
Reviewed on Nov 17, 2025
The Exchange 11 | Historic Bldg, 1 BR, Dwntwn
I had a wonderful stay for my nieces graduation from Winona State. Absolutely loved how clean and beautiful this apartment is! I didn't hear neighbors and the neighborhood was quiet, even though it's close to downtown. I will definitely be staying here next time I'm in Winona!
Reviewed on Dec 13, 2025
Discover the most popular places to visit in Historic Downtown Winona
Sugar Loaf
Explore the great outdoors at Sugar Loaf, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.
Pickwick Mill
Find out about the history of Winona when you spend time at Pickwick Mill. Stroll along the riverfront or experience the area's museums.
Winona County Courthouse
After visiting Winona County Courthouse, make a plan to see the other sights and activities in Winona. Amble around the area's gardens or experience its festivals.