Title: Book the Best BOUTIQUE Hotels in Winona in 2025 | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d10435.Travel-Guide-Hotels)[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)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d10435.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.ca/Winona.d10435.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7fefac7d973603bd0be0a8904ab4b485.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kirsten # Find Boutique Hotels in Winona, MN from CA $84 - ![](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 Winona Boutique Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-11-01&endDate=2025-11-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-11-02&endDate=2025-11-03&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winona Boutique Hotels We don't have any properties that match your exact search [See all properties in Winona](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=10435&adults=2) ## Recommended hotels in 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) ![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) ![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 (872) "Great place to stay for a Winona visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan 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) ![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 (881) "Always one of my favorite stays never disappointed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11700/11603/dccd832e.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) ![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) ![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 (1003) "Great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $139 CA $155 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905900/905847/24cec329.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 (1023) "Clean room and breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $74 CA $84 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/330000/327900/327884/b6211ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LED TV](https://images.trvl-media.com/lodging/1000000/330000/327900/327884/f888460e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools](https://images.trvl-media.com/lodging/1000000/330000/327900/327884/9d0d772d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Jetted Tub (Not Pet Friendly)](https://images.trvl-media.com/lodging/1000000/330000/327900/327884/22872847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Plaza Hotel & Suites Winona Winona 8.8/10 Excellent (1004) "Beautiful hotel, very professional staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane CA $168 CA $188 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.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) ![Lobby](https://images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/d80708f2.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 (353) "Clean rooms and helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ray CA $200 CA $224 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winona-Hotels-Fairfield-Inn-Suites-By-Marriott-Winona.h36320507.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) ![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 (1001) "Really nice area and very nice Days Inn room clean and cozy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $77 CA $86 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.Hotel-Information) ![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/84c920c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Living area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/3aa91010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/7a3e42da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/99c2d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big River Escape Parkside Bungalow Winona CA $281 CA $314 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Winona-Hotels-Big-River-Escape-Parkside-Bungalow.h118639030.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 (88) "Jan was very friendly and pleasant to speak with. Breakfasts were exceptionally tasteful and well presented. Other guests were very friendly and pleasant Highly recommend a stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $207 CA $231 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Winona-Hotels-Carriage-House-Bed-And-Breakfast.h16477101.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/75766f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/ade032d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/83334d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/9bbbb568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO Winona 10/10 Exceptional (19) "It was a wonderful stay with a nice and helpful host! Place was clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) enforcer1219 CA $210 CA $258 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winona-Hotels-Charming-1-Bedroom-House-In-Delightful-Winona-With-WiFi.h113235233.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=2025-11-16&endDate=2025-11-17®ionId=10435&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Winona Hotel Reviews ![The Charmant Hotel](//images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/3b8a79fe_y.jpg) ### The Charmant Hotel 10/10 Excellent "Friendly staff" [](https://expedia.ca/La-Crosse-Hotels-The-Charmant-Hotel.h10520324.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 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 Winona? > The museums and riverfront are just some of the things to enjoy while you're in the area. Minnesota Marine Art Museum, Sugar Loaf, and Great River Bluffs State Park are some of the local sights worth visiting. While you're here, you might also want to consider exploring Mississippi River, Winona County Historical Society, and Aghaming Park And Preserve. ### What kind of weather should I plan for when I travel to Winona? > Understanding the weather in Winona will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Winona are January, April, March, and December, with each month seeing an average of 5 inches of snowfall. ### What's the best way to get to my boutique hotel in Winona? > You have a few options for getting to Winona. The closest major airport is La Crosse, WI (LSE-La Crosse Municipal), which is located 23.6 mi (37.9 km) from the heart of the city. 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