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 $95 ![](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 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-23&endDate=2025-10-24&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6161406&startDate=2025-10-31&endDate=2025-11-02&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=2025-11-06&endDate=2025-11-07®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) ![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) ![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 (861) "Staff was very friendly and accommodating! It was quiet and very well-kept! Would definitely return, when I'm in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $142 CA $158 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![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) ![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 (360) "Great place to stay for business trips!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jayne CA $180 CA $190 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Black-River-Falls-Hotels-Draft-Horse-Inn-And-Suites.h17117007.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) ![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) ![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) ### Express Suites Riverport Inn & Suites Winona 8.4/10 Very good (1001) "Great staff and breakfast!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $138 CA $155 total includes taxes & fees Oct 26 - Oct 27 [](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) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25400/25338/95539a8f.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) ![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 (1001) "Very traditional Days Inn" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah M CA $95 CA $106 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Reception](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/17b9dd8e.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) ### Fairfield Inn & Suites by Marriott Winona Winona 9.4/10 Exceptional (347) "Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darla CA $200 CA $223 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4570000/4565700/4565609/456d9acc.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) ### Alexander Mansion Bed and Breakfast Winona 9.8/10 Exceptional (483) "The breakfast was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlin CA $162 CA $181 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2230000/2227700/2227674/f12e71d5.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) ![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 (880) "Super clean, staff was great, pool and hot tub were a lot of fun! We loved it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail CA $185 CA $206 total includes taxes & fees Nov 21 - Nov 22 [](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) ![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) ![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) ### Super 8 by Wyndham Winona MN Winona 7.6/10 Good (1020) "Room and whole facility was very clean and quiet. The beds were the most comfortable we have ever slept on in a motel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $84 CA $95 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) ![Friendship Suite](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/a8a4fb92.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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16480000/16477200/16477101/305462f7.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $173 CA $194 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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](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 (37) "Beautiful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) IVETTE CA $155 CA $164 total includes taxes & fees Oct 26 - Oct 27 [](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=2025-11-06&endDate=2025-11-07®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 "The Inkeeper Richard was gracious, welcoming and informative about the area. The property is beautiful and historic. Food and service were perfect. I highly recommend this B & B for anyone visiting the Winona area. " [](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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