Historic Downtown Winona Vacations from $695
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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
Price found within the past 48 hours. Click for updated prices.
Historic Downtown Winona Hotel Deals
Alexander Mansion Bed and Breakfast
274 East Broadway Winona MN
Fully refundableReserve now, pay when you stay
$107 nightly
$120 total
Nov 23 - Nov 24
Total with taxes and fees
9.8/10 Exceptional! (562 reviews)
"Wonderful gem. Helpful staff great atmosphere."
Reviewed on Oct 21, 2026
Carriage House B&B
420 Main St Winona MN
$137 nightly
$153 total
Oct 26 - Oct 27
Total with taxes and fees
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
Winona MN
$196 nightly
$218 total
Oct 26 - Oct 27
Total with taxes and fees
9.8/10 Exceptional! (35 reviews)
"Excellent. My phone would not let me access the excellent button."
Reviewed on Oct 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Historic Downtown Winona attractions
Levee Park
Levee Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Experience the area's live music and theater scene.
Winona Public Library
After visiting Winona Public Library, make a plan to see the other sights and activities in Winona. Discover the area's live music and spas.
Winona County Courthouse
8.2/10 (26 reviews)
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.
Polish Cultural Institute & Museum Annex
10.0/10 (1 review)
You can spend time exploring the galleries in Polish Cultural Institute & Museum Annex during your trip to Winona. Discover the area's festivals and churches.
Merchants Bank
7.8/10 (44 reviews)
You can find out about the history of Winona with a visit to Merchants Bank. Amble around the area's gardens or experience its festivals.
Winona County Historical Society
8.2/10 (37 reviews)
You can spend time browsing the exhibits at Winona County Historical Society during your travels in Winona. Discover the area's festivals and churches.
Winona Arts Center
Enjoy an outing to Winona Arts Center during your stay in Winona. Discover the area's live music and spas.
Winona City Hall
After visiting Winona City Hall, make a plan to see the other sights and activities in Winona. Discover the area's live music and spas.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.