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) ![](https://mediaim.expedia.com/destination/2/3b473dc6b4500a9fd7957e1546eafd29.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 $90 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Downtown Winona Hotels with Free Parking Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Winona Hotels with Free Parking ![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) ![Standard Room, 1 King Bed, Poolside | View from room](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/713796d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Express Suites Riverport Inn & Suites Winona 8.4/10 Very good (1011) "Staff was friendly, good food" CA $138 CA $154 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/ceaab958.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) ### Days Inn by Wyndham Winona Winona 7.8/10 Good (1003) "The room was very nice, bed was very comfortable, and the staff friendly." CA $95 CA $106 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.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) ![Room amenity](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/dccecdd0.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) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/6c26280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Winona Winona 9.0/10 Wonderful (850) "We love the pet friendly aspect " CA $153 CA $171 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winona-Hotels-AmericInn-By-Wyndham-Winona.h17860639.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) ![Free continental breakfast](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/80962c15.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) ![Reception](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/1046d31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Draft Horse Inn and Suites Arcadia 9.2/10 Wonderful (354) "Very helpful staff, great room!" CA $180 CA $190 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Black-River-Falls-Hotels-Draft-Horse-Inn-And-Suites.h17117007.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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/305462f7.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) ![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 Winona 9.6/10 Exceptional (87) "Beautiful property directly next the campus, perfect for our visit with our son. The owners were kind enough to allow us to include him in our breakfast at the property, which was much appreciated." CA $173 CA $193 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/b8282c04.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) ![Reception](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/17b9dd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winona Winona 9.4/10 Exceptional (342) "Would stay here again." CA $200 CA $223 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winona-Hotels-Fairfield-Inn-Suites-By-Marriott-Winona.h36320507.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/6c69896d.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) ### Holiday Inn Express & Suites Winona by IHG Winona 9.2/10 Wonderful (878) "Super clean, staff was great, pool and hot tub were a lot of fun! We loved it! " CA $191 CA $213 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/46542a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/aa54c93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/24cec329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winona MN Winona 7.6/10 Good (1007) "Pet rooms are clean and parking is good" CA $79 CA $90 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![Cabin, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/ae50f8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/2fad8eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/c068a730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom | In-room dining](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/b1702a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big River Escape Riverside Cabins Cochrane 9.2/10 Wonderful (36) "Beautiful stay" CA $133 CA $141 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Cochrane-Hotels-Big-River-Escape-Riverside-Cabins.h75883346.Hotel-Information) ![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/5000000/4570000/4565700/4565609/241e0e9c.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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/456d9acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Mansion Bed and Breakfast Winona 9.8/10 Exceptional (479) "The breakfast was wonderful" CA $136 CA $151 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.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=2025-10-21&endDate=2025-10-22®ionId=6161406&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Winona Hotel Reviews ![The Plaza Hotel & Suites Winona](//images.trvl-media.com/lodging/1000000/330000/327900/327884/b6211ad4_y.jpg) ### The Plaza Hotel & Suites Winona 10/10 Excellent "Ample space in room for our family of four. Good breakfast option. Very clean. Comfortable beds. " [](https://expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.Hotel-Information) ![Express Suites Riverport Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/11700/11603/dccd832e_y.jpg) ### Express Suites Riverport Inn & Suites 10/10 Excellent "The staff was awesome. The pool area was great, the room was comfortable, very nice." [](https://expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.Hotel-Information) ![Holiday Inn Express & Suites Winona by IHG](//images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/87cbe8b1_y.jpg) ### Holiday Inn Express & Suites Winona by IHG 10/10 Excellent "Very clean room. Pool and hot tub/sauna area great. Breakfast excellent and breakfast and office staff great" [](https://expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.Hotel-Information) ![Alexander Mansion Bed and Breakfast](//images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/eda255f2_y.jpg) ### Alexander Mansion Bed and Breakfast 10/10 Excellent "The breakfast was wonderful" [](https://expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.Hotel-Information) ![Draft Horse Inn and Suites](//images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/0840f5f5_y.jpg) ### Draft Horse Inn and Suites 10/10 Excellent "Gal was very friendly, nice quaint place. Highly recommend it.😊" [](https://expedia.ca/Black-River-Falls-Hotels-Draft-Horse-Inn-And-Suites.h17117007.Hotel-Information) ![AmericInn by Wyndham Winona](//images.trvl-media.com/lodging/18000000/17870000/17860700/17860639/50cdb1ef_y.jpg) ### AmericInn by Wyndham Winona 10/10 Excellent "Great hotel - super location as well!!! Nicest staff too." [](https://expedia.ca/Winona-Hotels-AmericInn-By-Wyndham-Winona.h17860639.Hotel-Information) ![Super 8 by Wyndham Winona MN](//images.trvl-media.com/lodging/1000000/910000/905900/905847/9b61bdfb_y.jpg) ### Super 8 by Wyndham Winona MN 10/10 Excellent "Clean room and breakfast" [](https://expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![Days Inn by Wyndham Winona](//images.trvl-media.com/lodging/1000000/30000/25400/25338/046c7ce7_y.jpg) ### Days Inn by Wyndham Winona 10/10 Excellent "Friendly helpful staff. Quiet, convenient stay" [](https://expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.Hotel-Information) ![Carriage House B&B](//images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/b175a2a0_y.jpg) ### Carriage House B&B 10/10 Excellent "Beautiful property directly next the campus, perfect for our visit with our son. The owners were kind enough to allow us to include him in our breakfast at the property, which was much appreciated." 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