Title: Top Guest Houses in Winona County in 2026 | 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) ![Canoes for rent in the summer on Lake Winona in Winona, Minnesota](https://images.trvl-media.com/place/10435/7473d16d-2521-40dd-9755-27c6b94cade6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kirsten # Guest Houses in Winona County ## Compare and save - ![](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 prices for these dates Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976433992&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Winona County ![](https://mediaim.expedia.com/destination/2/7fefac7d973603bd0be0a8904ab4b485.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Winona [](https://expedia.ca/Winona-Guest-Houses.d10435-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Winona County guest houses ![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) ![Exterior](https://images.trvl-media.com/lodging/74000000/73250000/73240700/73240626/61acfa6e.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 [](https://www.expedia.ca/Trempealeau-Hotels-Little-Bluff-Inn.h73240626.Hotel-Information) Downtown Trempealeau 10/10 Exceptional (111) "Very clean, cozy and feels like home. Ashley is a wonderful host and I would definitely recommend this inn to everyone. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Desiree [](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) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102040000/102036800/102036759/1e7f2c3c.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) ### Country School Guest House, New Construction [](https://www.expedia.ca/Lanesboro-Hotels-Rustic-Country-Style-Bunk-House.h102036759.Hotel-Information) Lanesboro 10/10 Exceptional (42) "The property had everything you could need. Very nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynhia H. [](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=2026-01-10&endDate=2026-01-11®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 ![Pearl Street Hotel & Suites](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/70560ba3_y.jpg) ### Pearl Street Hotel & Suites 10/10 Excellent "Great location and value." [](https://expedia.ca/La-Crosse-Hotels-Pearl-Street-Hotel-Suites.h105877997.Hotel-Information) ![The Charmant Hotel](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/3b8a79fe_y.jpg) ### The Charmant Hotel 10/10 Excellent "I love this hotel! The staff was friendly and courteous. " [](https://expedia.ca/La-Crosse-Hotels-The-Charmant-Hotel.h10520324.Hotel-Information) ![GrandStay Hotel & Suites](https://images.trvl-media.com/lodging/1000000/990000/986000/985928/232d895d_y.jpg) ### GrandStay Hotel & Suites 10/10 Excellent "Jacob at the front desk did great" [](https://expedia.ca/La-Crosse-Hotels-GrandStay-Hotel-Suites.h985928.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 "All things here at Stoney are excellent" [](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 hotel and great staff. Love staying there" [](https://expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.Hotel-Information) ![Holiday Inn Express & Suites Onalaska La Crosse Area by IHG](https://images.trvl-media.com/lodging/60000000/59790000/59783600/59783577/d3ce6c7a_y.jpg) ### Holiday Inn Express & Suites Onalaska La Crosse Area by IHG 10/10 Excellent "The rooms are great. Clean and fresh. Staff is friendly and helpful. Pool and steam room makes your stay a real treat" [](https://expedia.ca/La-Crosse-Hotels-Holiday-Inn-Express-Suites-Onalaska-La-Crosse-Area.h59783577.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 "Everything was fine" [](https://expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.Hotel-Information) ![AmericInn by Wyndham La Crosse Riverfront-Conference Center](https://images.trvl-media.com/lodging/17000000/16420000/16417300/16417287/7e05b386_y.jpg) ### AmericInn by Wyndham La Crosse Riverfront-Conference Center 8/10 Good "Great service, decent size rooms, but needs updating. Breakfast was limited" [](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](https://images.trvl-media.com/lodging/1000000/10000/1900/1820/0245a48a_y.jpg) ### Country Inn & Suites by Radisson, La Crosse, WI 10/10 Excellent "Be stayed here numerous times while I. Town and everything has always been great!" [](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 | 153 | | ----------------- | -------------- | | 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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