Title: Book the Best BOUTIQUE Hotels in Historic Downtown Winona 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 Boutique Hotels in Historic Downtown Winona, MN from CA $91 ![](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 Boutique Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Winona Boutique Hotels We don't have any properties that match your exact search [See all properties in Historic Downtown Winona](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=6161406&adults=2) ## Recommended hotels in Historic Downtown Winona ![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) ![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) ### AmericInn by Wyndham Winona Winona 9.0/10 Wonderful (853) "We love the pet friendly aspect " CA $154 CA $172 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/1000000/20000/11700/11603/dccd832e.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) ![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 (1000) "Staff was friendly, good food" CA $139 CA $155 total includes taxes & fees Oct 15 - Oct 16 [](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) ![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 (1009) "Clean and the kids liked the waffles" CA $89 CA $100 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.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) ![Indoor pool](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/b8282c04.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) ### Fairfield Inn & Suites by Marriott Winona Winona 9.4/10 Exceptional (344) "Would stay here again." CA $201 CA $224 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winona-Hotels-Fairfield-Inn-Suites-By-Marriott-Winona.h36320507.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/bb000186.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 Winona 9.8/10 Exceptional (480) "The breakfast was wonderful" CA $167 CA $187 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/28255a86.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) ### 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 $192 CA $215 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.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) ![Reception](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117007/1046d31a.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) ![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) ### Draft Horse Inn and Suites Arcadia 9.2/10 Wonderful (355) "Room was very clean and staff was really friendly" CA $181 CA $191 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Black-River-Falls-Hotels-Draft-Horse-Inn-And-Suites.h17117007.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/aa54c93e.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) ### Super 8 by Wyndham Winona MN Winona 7.6/10 Good (1015) "Room and whole facility was very clean and quiet. The beds were the most comfortable we have ever slept on in a motel." CA $80 CA $91 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.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) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/af5549b9.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) ### 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 $174 CA $194 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winona-Hotels-Carriage-House-Bed-And-Breakfast.h16477101.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 | 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) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/a57de8aa.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) ### Big River Escape Riverside Cabins Cochrane 9.2/10 Wonderful (36) "Beautiful stay" CA $133 CA $141 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Cochrane-Hotels-Big-River-Escape-Riverside-Cabins.h75883346.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=2025-10-28&endDate=2025-10-29®ionId=6161406&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Winona Hotel Reviews ![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 "Awesome stay, great way to spend the night and see the sights. Richard was fantastic, he made a delicious breakfast and gave us a tour of the mansion. Charming man, amazing experience , comfortable bed Highly recommend Artur and Anna" [](https://expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Historic Downtown Winona? > Once you've decided where to stay in historic Historic Downtown Winona, plan what to do for fun on your vacation. Experience the cultural highlights around Historic Downtown Winona with a visit to Minnesota Marine Art Museum, Winona County Historical Society, and Pickwick Mill. You might also want to consider exploring Mississippi River, Merchants Bank, and Aghaming Park And Preserve while you're here. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [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) - [Chalets in Dakota](https://www.expedia.ca/Dakota-Chalets.d553248634983322609-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Dakota](https://www.expedia.ca/Dakota-Guest-Houses.d553248634983322609-aaGuestHouses.Travel-Guide-Accommodation) - 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