Title: Book the Best Historic Downtown Winona Hotels with FREE PARKING in 2025 | Expedia.ca [Historic Downtown Winona Travel Guide](https://expedia.ca/Winona-Historic-Downtown-Winona.dx6161406)[Vacation Rentals in Winona](https://expedia.ca/Winona-Vacation-Rentals.d10435.Travel-Guide-VacationRentals)[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) ![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=1200&h=500&q=medium) Photo by Jessica Purdue Rep # Find Hotels with Free Parking in Historic Downtown Winona, MN from CA $80 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Downtown Winona Hotels with Free Parking Tonight [Nov 25 - Nov 26](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-11-25&endDate=2025-11-26&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 26 - Nov 27](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-11-26&endDate=2025-11-27&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Winona Hotels with Free Parking ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/eda255f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/bb000186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/241e0e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/6496a2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Mansion Bed and Breakfast Historic Downtown Winona 9.8/10 Exceptional (485) "The breakfast was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlin [](https://www.expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/dccd832e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/2cf758bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/2087082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Non Smoking, Hot Tub](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/3c90b99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Express Suites Riverport Inn & Suites Winona 8.4/10 Very good (1005) "Great staff and breakfast!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $138 CA $154 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/50cdb1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/02a78b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/ed1e8ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/dccecdd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Winona Winona 9.0/10 Wonderful (883) "Nice time with clean accomodations and friendly staff. Will stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEANETTE CA $148 CA $165 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winona-Hotels-AmericInn-By-Wyndham-Winona.h17860639.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/87cbe8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/51a35f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/f12e71d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/28255a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Winona by IHG Winona 9.2/10 Wonderful (889) "Quick stay. Slept wonderful !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan CA $134 CA $150 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/b175a2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Village Loft](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/f5a3b79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Friendship Suite](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/a8a4fb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/af5549b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carriage House B&B Historic Downtown Winona 9.6/10 Exceptional (89) "A very pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty CA $208 CA $232 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Winona-Hotels-Carriage-House-Bed-And-Breakfast.h16477101.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/cc41e867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/w3997h2667x0y0-7944deb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/d80708f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/b8282c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winona Winona 9.4/10 Exceptional (358) "Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darla CA $179 CA $199 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winona-Hotels-Fairfield-Inn-Suites-By-Marriott-Winona.h36320507.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/0840f5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/77e11fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/1046d31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/3c5ef15f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Draft Horse Inn and Suites Arcadia 9.2/10 Wonderful (363) "Great place to stay for business trips!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jayne CA $182 CA $193 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Black-River-Falls-Hotels-Draft-Horse-Inn-And-Suites.h17117007.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/046c7ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/71dead3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/ceaab958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/45a7c6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Winona Winona 7.8/10 Good (1012) "Clean rooms, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $78 CA $87 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/9b61bdfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/w1170h662x0y0-9bc83d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/ce4bbb7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/3ea6e077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winona MN Winona 7.6/10 Good (1010) "Clean rooms, friendly & courteous staff, convenient to many stores, reasonable rates. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $71 CA $80 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/bdf67647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room | View from property](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/1bc651e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/82715d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/61acfa6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Bluff Inn Downtown Trempealeau 10/10 Exceptional (107) "Great value in a beautiful small town by the scenic Mississippi. The right amount of everything for a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery [](https://www.expedia.ca/Trempealeau-Hotels-Little-Bluff-Inn.h73240626.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-10&endDate=2025-12-11®ionId=6161406&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Winona Hotel Reviews ![Express Suites Riverport Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/dccd832e_y.jpg) ### Express Suites Riverport Inn & Suites 10/10 Excellent "Everything about my stay was great. I interacted with two front desk personnel and the breakfast attendant, all very good at their jobs. The room was nice, and the breakfast bar was very large and good. I was there for a convention, and that space was well done as well. I encouraged the event coordinator to use this space again. I will stay again." [](https://expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.Hotel-Information) ![AmericInn by Wyndham Winona](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/50cdb1ef_y.jpg) ### AmericInn by Wyndham Winona 10/10 Excellent "Amenities like the Pelzer Pub and the friendly staff. Our bartender, Arianna was EXCELLENT!!!!" [](https://expedia.ca/Winona-Hotels-AmericInn-By-Wyndham-Winona.h17860639.Hotel-Information) ![Holiday Inn Express & Suites Winona by IHG](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/87cbe8b1_y.jpg) ### Holiday Inn Express & Suites Winona by IHG 10/10 Excellent "Quick stay. Slept wonderful !" [](https://expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.Hotel-Information) ![Super 8 by Wyndham Winona MN](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/9b61bdfb_y.jpg) ### Super 8 by Wyndham Winona MN 10/10 Excellent "Staff were nice and with a positive attitude. Restaurants were in walking distance. Easy parking" [](https://expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![The Plaza Hotel & Suites Winona](https://images.trvl-media.com/lodging/1000000/330000/327900/327884/b6211ad4_y.jpg) ### The Plaza Hotel & Suites Winona 10/10 Excellent "The pools were great" [](https://expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.Hotel-Information) ![Alexander Mansion Bed and Breakfast](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/eda255f2_y.jpg) ### Alexander Mansion Bed and Breakfast 10/10 Excellent "Richard was amazing. The house was beautiful and the breakfast will leave you full for hours! If you need more than one bed, take the room with the kitchenette. Its cozy and has a private entrance." [](https://expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.Hotel-Information) ![Carriage House B&B](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/b175a2a0_y.jpg) ### Carriage House B&B 10/10 Excellent "We enjoyed our stay. The house was adorable there were nice touches such as a bottle of wine. We will be back!" [](https://expedia.ca/Winona-Hotels-Carriage-House-Bed-And-Breakfast.h16477101.Hotel-Information) ![Days Inn by Wyndham Winona](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/046c7ce7_y.jpg) ### Days Inn by Wyndham Winona 10/10 Excellent "Yes" [](https://expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.Hotel-Information) ![Draft Horse Inn and Suites](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/0840f5f5_y.jpg) ### Draft Horse Inn and Suites 10/10 Excellent "Bed very clean. Bathroom area clean. Coffee pot area clean." 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