Title: Visit Historic Downtown Winona: Best of Historic Downtown Winona, Winona Travel 2026 | Expedia Tourism - Expedia.ca [Hotels in Historic Downtown Winona](https://expedia.ca/Historic-Downtown-Winona-Winona-Hotels.0-n6161406-0.Travel-Guide-Filter-Hotels)[Flights to Winona](https://expedia.ca/Cheap-Flights-To-Winona.d10435.Travel-Guide-Flights)[Historic Downtown Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-Winona.d6161406.Car-Rental-Guide)[Historic Downtown Winona Vacations](https://expedia.ca/Historic-Downtown-Winona.d6161406.Destination-Travel-Guides) # Historic Downtown Winona ## Winona ![Stopped here on a rainy camping day after watching a movie at the local movie theater- now my kids want to move here! Great and classy coffee shop- beer and wine, food menu and bakery items- also has used books for sale, free WiFi, comfy chairs and long marble bars for socializing. Great spot!](https://images.trvl-media.com/place/10435/6231dcce-34b6-4c55-a962-b94d2b3023a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Stopped here on a rainy camping day after watching a movie at the local movie theater- now my kids want to move here! Great and classy coffee shop- beer and wine, food menu and bakery items- also has used books for sale, free WiFi, comfy chairs and long marble bars for socializing. Great spot!](https://images.trvl-media.com/place/10435/6231dcce-34b6-4c55-a962-b94d2b3023a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Historic Downtown Winona Things to do Hotels [Winona travel guide](https://expedia.ca/Winona.dx10435) --- ### Popular places to visit ![Not everywhere in the Midwest is flat. On the boarder of Minnesota and Wisconsin, the town of Winona's beauty will surprise any MidWesterner once they see the rolling hills and beautiful foliage. Fall is a great time to visit to see the leaves changing through the winding roads of Interstate 90. There's even plenty of places to rent kayaks and canoes if you'd like to get on the water! With plenty of local coffee shops and breweries, it's easy to find a place to relax near the Mississippi River. #LifeAtExpedia](https://images.trvl-media.com/place/10435/ec2db836-d611-4c56-9930-1a5f91dade32.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Levee-Park-Winona.d915520555791618048.Vacation-Attraction) ![Lake Winona Autumn](https://images.trvl-media.com/place/553248621532649623/8c53f04b-bbe6-462c-bb8b-c9b569d5354d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lake Park Lake Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums. [](https://expedia.ca/Lake-Park-Winona.d553248621532649623.Vacation-Attraction) ![Sugarloaf trail....360 degree views from the top of sugar loaf of the Mississippi River valley. 28 routes for rock climbing to the peak....nice hiking trail to the base! ](https://images.trvl-media.com/place/10435/305f08f6-85f1-465f-b7ea-cbd28aec6108.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sugar Loaf Bluff Learn about the local history of Winona with a stop at Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums. [](https://expedia.ca/Sugar-Loaf-Winona.d6161393.Vacation-Attraction) ![The old mill is also available for tours ](https://images.trvl-media.com/place/553248621561241943/043fe914-827e-4695-807c-c9a623a988cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Pickwick-Mill-Winona.d553248621561241943.Vacation-Attraction) #### 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. [](https://expedia.ca/Winona-County-Courthouse-Historic-Downtown-Winona.d553248621561241945.Vacation-Attraction) #### Winona County Historical Society You can spend time browsing the exhibits at Winona County Historical Society during your travels in Winona. Discover the area's festivals and churches. [](https://expedia.ca/Winona-County-Historical-Society-Winona.d553248621532649625.Vacation-Attraction) --- ## Historic Downtown Winona Hotel Deals ![Alexander Mansion Bed and Breakfast](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/eda255f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Alexander Mansion Bed and Breakfast 274 East Broadway Winona MN CA $147 CA $164 total Mar 1 - Mar 2 includes taxes & fees Stay at this B&B in Winona. Enjoy free breakfast, free parking, and a business center. Popular attractions Watkins Heritage Museum and Polish Cultural Institute ... 9.8/10 Exceptional! (492 reviews) Room great. Staff great. Guests all had nice conversations at breakfast which was also great. History of house was very interesting. Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=4565609&PinnedHotelID=4565609&HadPinnedHotel=true®ionId=6161406) ![The Exchange 14 | Historic Bldg, Studio, Dwntwn](https://images.trvl-media.com/lodging/93000000/92570000/92561800/92561794/ded92a69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Exchange 14 | Historic Bldg, Studio, Dwntwn Winona MN Stay at this apartment in Winona. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Merchants Bank and Winona County Historical ... 9.8/10 Exceptional! (9 reviews) EXCELLENT stay @ The Exchange. So much more comfortable than our Winona hotel stays. We will be back. Reviewed on Feb 17, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=92561794&PinnedHotelID=92561794&HadPinnedHotel=true®ionId=6161406) [](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=92561794&PinnedHotelID=92561794&HadPinnedHotel=true®ionId=6161406) ![Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/75766f4e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO Winona MN CA $205 CA $258 total Mar 17 - Mar 18 includes taxes & fees Stay at this vacation home in Winona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Watkins Heritage Museum and Polish Cultural Institute ... 10/10 Exceptional! (20 reviews) 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 [](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=113235233&PinnedHotelID=113235233&HadPinnedHotel=true®ionId=6161406) ![The Exchange 11 | Historic Bldg, 1 BR, Dwntwn](https://images.trvl-media.com/lodging/93000000/92560000/92559000/92558920/6d70c2ab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Exchange 11 | Historic Bldg, 1 BR, Dwntwn Winona MN Stay at this apartment in Winona. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Merchants Bank and Winona County Historical ... 9.8/10 Exceptional! (10 reviews) 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 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=92558920&PinnedHotelID=92558920&HadPinnedHotel=true®ionId=6161406) [](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=92558920&PinnedHotelID=92558920&HadPinnedHotel=true®ionId=6161406) ![Carriage House B&B](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/b175a2a0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Carriage House B&B 420 Main St Winona MN CA $202 CA $225 total Mar 29 - Mar 30 includes taxes & fees Stay at this B&B in Winona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winona Public Library and Altra Federal Credit Union Stadium ... 9.6/10 Exceptional! (89 reviews) We enjoyed our stay. The house was adorable there were nice touches such as a bottle of wine. We will be back! Reviewed on Nov 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=16477101&PinnedHotelID=16477101&HadPinnedHotel=true®ionId=6161406) ![AmericInn by Wyndham Winona](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/50cdb1ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Winona 303 Pelzer Street Winona MN CA $140 CA $156 total Mar 8 - Mar 9 includes taxes & fees Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 9/10 Wonderful! (913 reviews) Room was spotless, bed was very comfortable, & the staff was friendly & prompt with cleaning during breakfast so there was always clean tables. They were full when I stayed but the staff didn’t miss a beat on anything. Reviewed on Feb 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=17860639&PinnedHotelID=17860639&HadPinnedHotel=true®ionId=6161406) [See all 119 properties in Historic Downtown Winona](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=6161406) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX-NH_SPRING_PROMO_6161406) ## Check Historic Downtown Winona hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=2026-02-27&endDate=2026-02-28)[Feb 27 - Feb 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=2026-02-28&endDate=2026-03-01)[Feb 28 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6161406&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) --- --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Historic Downtown Winona ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Condo Rentals in Altura ](https://www.expedia.ca/Altura-Condos.d553248634983344337-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Altura ](https://www.expedia.ca/Altura-Private-Vacation-Homes.d553248634983344337-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Altura ](https://www.expedia.ca/Altura-Resort-Hotels.d553248634983344337-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Dakota ](https://www.expedia.ca/Dakota-Bed-And-Breakfast.d553248634983322609-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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