Title: Book the Best HISTORIC Hotels in Winona in 2026 | 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) ![Winona in the fall](https://images.trvl-media.com/place/10435/162eabbf-2e85-4247-a1f3-78e28570c2a6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nica F! ![](https://images.trvl-media.com/place/10435/162eabbf-2e85-4247-a1f3-78e28570c2a6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Historic Hotels Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winona historic hotels ![Property grounds](https://images.trvl-media.com/lodging/35000000/34490000/34481600/34481523/43dab04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34490000/34481600/34481523/6bb592fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34490000/34481600/34481523/55be9767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34490000/34481600/34481523/w2220h1078x0y1-9f95194b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hen House Retreat - A Comfortable Place to Roost [](https://www.expedia.ca/Lanesboro-Hotels-The-Hen-House-Retreat-A-Comfortable-Place-To-Roost.h34481523.Hotel-Information) Highland 9.8/10 Exceptional (87 reviews) "The house is charming. We had a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan D. CA $222 CA $271 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Lanesboro-Hotels-The-Hen-House-Retreat-A-Comfortable-Place-To-Roost.h34481523.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103050000/103040200/103040153/1932ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103050000/103040200/103040153/14fe9135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103050000/103040200/103040153/efc877b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103050000/103040200/103040153/50a2cce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion [](https://www.expedia.ca/La-Crosse-Hotels-Comfort-Elegance-In-A-Historic-La-Crosse.h103040153.Hotel-Information) Historic Downtown La Crosse 9.8/10 Exceptional (53 reviews) "Amazing house, great location, excellent host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed R. CA $253 CA $328 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/La-Crosse-Hotels-Comfort-Elegance-In-A-Historic-La-Crosse.h103040153.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=2026-02-09&endDate=2026-02-10®ionId=10435&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Winona Hotel Reviews ![The Charmant Hotel](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/3b8a79fe_y.jpg) ### The Charmant Hotel 10/10 Excellent "Awesome beds and showers" [](https://expedia.ca/La-Crosse-Hotels-The-Charmant-Hotel.h10520324.Hotel-Information) ![Stoney Creek Hotel La Crosse - Onalaska](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155983/5474f1b5_y.jpg) ### Stoney Creek Hotel La Crosse - Onalaska 10/10 Excellent "We had a great stay. We enjoyed the pool, hot tub and bar. Can’t go wrong with free drinks and breakfast. Will stay again if in the area. " [](https://expedia.ca/La-Crosse-Hotels-Stoney-Creek-Hotel-La-Crosse-Onalaska.h1155983.Hotel-Information) ![Radisson Hotel La Crosse](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/b725b3da_y.jpg) ### Radisson Hotel La Crosse 10/10 Excellent "Clean room. Friendly check-in staff. And "The Bartender Man" made our night fun. " [](https://expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.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 "Room was great, the breakfast was the best ever. B&B here should stand for Best/Breakfast. Richard puts on a awesome breakfast. Going to definitely go back!" [](https://expedia.ca/Winona-Hotels-Alexander-Mansion-Bed-And-Breakfast.h4565609.Hotel-Information) ![GrandStay Hotel & Suites](https://images.trvl-media.com/lodging/1000000/990000/986000/985928/232d895d_y.jpg) ### GrandStay Hotel & Suites 10/10 Excellent "Wonderful staff that was very pleasant and helpful. Clean room's with all the amenities you need. Great location. I would recommend if visiting in the la crosse area." [](https://expedia.ca/La-Crosse-Hotels-GrandStay-Hotel-Suites.h985928.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 "Room was very clean. Parking was convenient. The wall heater was noisy and on and off my whole stay which was annoying. There was no local TV channels for winter weather. And you can’t shut off the bathroom fan when the light is on." [](https://expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.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 8/10 Good "I just came for stay one night, for traveling to my work. It was good ." [](https://expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.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 "This motel is very well maintained, very clean. Staff was always very friendly and polite. Warm and comfortable rooms" [](https://expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.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 "Breakfast was amazing! Hot tub, pool and sauna were incredible!" [](https://expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Winona? ### How many historical hotels will I find in Winona? ### What are the top historical sites and other places in Winona? ### What is a historic hotel like in Winona? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Winona have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - 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) - [Ski Hotels in Caledonia ](https://www.expedia.ca/Caledonia-Hotels-Ski-Hotel.0-0-d183405-tSkiHotel.Travel-Guide-Filter-Hotels) - 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