Title: Top Guest Houses in Winona County in 2025 | Expedia.ca [Winona County Hotels](https://expedia.ca/Destinations-In-Winona-County.d553248635976433992.Hotel-Destinations)[Vacation Rentals in Winona County](https://expedia.ca/Destinations-In-Winona-County.d553248635976433992.Vacation-Rental-Destinations)[Winona County Car Rentals](https://expedia.ca/Destinations-In-Winona-County.d553248635976433992.Car-Rental-Destinations)[Winona County Vacations](https://expedia.ca/Winona-County.d553248635976433992.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/7624f82f6151c1e803ab137d7be983b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Winona County ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Guest Houses in Winona County ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/bdf67647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/82715d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/6c52949f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room | View from property](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/1bc651e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Bluff Inn Downtown Trempealeau 10/10 Exceptional (103) "Felt like a bed n breakfast. Service was fast, friendly and the room was very comfortable. We enjoyed our weekend." [](https://www.expedia.ca/Trempealeau-Hotels-Little-Bluff-Inn.h73240626.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102040000/102036800/102036759/329e8266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102040000/102036800/102036759/732b3c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102040000/102036800/102036759/8b196878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102040000/102036800/102036759/e0080842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country School Guest House, New Construction Lanesboro 10/10 Exceptional (34) "We headed to the Lanesboro area for a little r & r; discovered Sheldon and Andrea’s place, and it was the perfect retreat for what we needed! Clean, comfortable, well-appointed and an idyllic place to unwind!" [](https://www.expedia.ca/Lanesboro-Hotels-Rustic-Country-Style-Bunk-House.h102036759.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=2025-10-14&endDate=2025-10-15®ionId=553248635976433992&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinona-County-Guest-Houses.d553248635976433992-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinona-County-Guest-Houses.d553248635976433992-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winona County Hotel Reviews ![Baymont by Wyndham La Crosse/Onalaska](//images.trvl-media.com/lodging/1000000/70000/67600/67569/f50c9e73_y.jpg) ### Baymont by Wyndham La Crosse/Onalaska 10/10 Excellent "Rooms were clean. Very convenient location." [](https://expedia.ca/La-Crosse-Hotels-Baymont-By-Wyndham-La-CrosseOnalaska.h67569.Hotel-Information) ![Radisson Hotel La Crosse](//images.trvl-media.com/lodging/1000000/30000/25800/25729/b725b3da_y.jpg) ### Radisson Hotel La Crosse 10/10 Excellent "We had a nice stay " [](https://expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.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) ![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 "Super clean, staff was great, pool and hot tub were a lot of fun! We loved it! " [](https://expedia.ca/Winona-Hotels-Holiday-Inn-Express-Suites-Winona.h2227674.Hotel-Information) ![The Charmant Hotel](//images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/3b8a79fe_y.jpg) ### The Charmant Hotel 10/10 Excellent "Very high on the list of hotels. Great experience. " [](https://expedia.ca/La-Crosse-Hotels-The-Charmant-Hotel.h10520324.Hotel-Information) ![Stoney Creek Hotel La Crosse - Onalaska](//images.trvl-media.com/lodging/2000000/1160000/1156000/1155983/5474f1b5_y.jpg) ### Stoney Creek Hotel La Crosse - Onalaska 10/10 Excellent "Comfortable place, we’d come back" [](https://expedia.ca/La-Crosse-Hotels-Stoney-Creek-Hotel-La-Crosse-Onalaska.h1155983.Hotel-Information) ![GrandStay Hotel & Suites](//images.trvl-media.com/lodging/1000000/990000/986000/985928/232d895d_y.jpg) ### GrandStay Hotel & Suites 10/10 Excellent "Great hotel" [](https://expedia.ca/La-Crosse-Hotels-GrandStay-Hotel-Suites.h985928.Hotel-Information) ![AmericInn by Wyndham La Crosse Riverfront-Conference Center](//images.trvl-media.com/lodging/17000000/16420000/16417300/16417287/7e05b386_y.jpg) ### AmericInn by Wyndham La Crosse Riverfront-Conference Center 10/10 Excellent "Nice view of the river, and clean rooms." [](https://expedia.ca/La-Crosse-Hotels-AmericInn-By-Wyndham-La-Crosse-Riverfront-Conference-Center.h16417287.Hotel-Information) ![Country Inn & Suites by Radisson, La Crosse, WI](//images.trvl-media.com/lodging/1000000/10000/1900/1820/0245a48a_y.jpg) ### Country Inn & Suites by Radisson, La Crosse, WI 10/10 Excellent "One of my go-to hotels in La Crosse. Quiet, right off the main road, comfy and welcoming." [](https://expedia.ca/La-Crosse-Hotels-Country-Inn-Suites-By-Radisson.h1820.Hotel-Information) ## Find out more about Winona County ## Winona County Guest Houses information | Number of reviews | 135 | | --- | --- | | Accommodation | 2 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Plainview](https://www.expedia.ca/3Star-Plainview-Hotels.s30-0-d6195304.Travel-Guide-Filter-Hotels) - [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) - 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