Title: Book the Best Southwest Wisconsin WINERY Hotels in 2025 | Expedia.ca [Southwest Wisconsin Travel Guide](https://expedia.ca/Southwest-Wisconsin.dx6059824)[Hotels in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Hotels.d6059824.Travel-Guide-Hotels)[Vacation Rentals in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Vacation-Rentals.d6059824.Travel-Guide-VacationRentals)[Flights to Southwest Wisconsin](https://expedia.ca/Cheap-Flights-To-Southwest-Wisconsin.d6059824.Travel-Guide-Flights)[Southwest Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Wisconsin.d6059824.Car-Rental-Guide)[Southwest Wisconsin Vacation Packages](https://expedia.ca/Southwest-Wisconsin.d6059824.Destination-Travel-Guides) ![Madison featuring a house, a park and flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/86000/86957-Madison.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southwest Wisconsin, WI ![](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 Southwest Wisconsin Winery Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Wisconsin Winery Hotels ![Property entrance](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/536ad09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/1089bb5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/32ca40a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/04b93b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GrandStay Hotel & Suites Mount Horeb - Madison Mount Horeb 9.2/10 Wonderful (835) "The food and coffees were amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari CA $135 CA $150 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Mount-Horeb-Hotels-GrandStay-Hotel-Suites.h12033942.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/b725b3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/86723071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/205963e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/ce8a4d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Hotel La Crosse Historic Downtown La Crosse 8.8/10 Excellent (1001) "It was a lovely stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $166 CA $191 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/7ca66a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/afdc58df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/fecb6172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/3e7b34cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarberry Inn Sauk City 9.2/10 Wonderful (594) "Great relaxing stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $148 CA $165 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sauk-City-Hotels-Cedarberry-Inn.h1705842.Hotel-Information) ![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15230000/15229400/15229369/f342afaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15230000/15229400/15229369/2cebbbf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15230000/15229400/15229369/fbcbf7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15230000/15229400/15229369/562e8194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton La Crosse Historic Downtown La Crosse 9.4/10 Exceptional (812) "Our room was very clean, comfortable, quiet and location was great…everything within walking range!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $133 CA $153 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/La-Crosse-Hotels-Home2-Suites-By-Hilton-La-Crosse.h15229369.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/36952b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/8b8594fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/8ee1fe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/71fc5995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Ft. Atkinson, WI Fort Atkinson 9.4/10 Exceptional (616) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leila CA $148 CA $164 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Fort-Atkinson-Hotels-Country-Inn-Suites-By-Radisson.h26506033.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2800/2758/04f3a294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/2800/2758/0d6acb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/2800/2758/3b25ad93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2800/2758/014cf414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott La Crosse Historic Downtown La Crosse 9.0/10 Wonderful (526) "Super friendly staff, large comfortable room with a great view of the river. The bed was comfortable - great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harlow CA $159 CA $183 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/La-Crosse-Hotels-Courtyard-By-Marriott-La-Crosse.h2758.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/w3840h2557x0y3-cfd232da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/w3837h2559x3y0-971a36c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/6f5ddffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/w3840h2557x0y3-9280556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Madison Downtown Downtown Madison 9.2/10 Wonderful (1005) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $165 CA $190 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Madison-Hotels-Hyatt-Place-Madison-Downtown.h3348068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99810000/99802400/99802351/20676808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/100000000/99810000/99802400/99802351/4c7ae5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/100000000/99810000/99802400/99802351/57dcf0ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99810000/99802400/99802351/55c005f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid Hotel Wisconsin Dells – Lake Delton by IHG Baraboo 9.4/10 Exceptional (479) "This hotel was super clean and in a good area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $124 CA $139 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Baraboo-Hotels-Avid-Hotels-Lake-Delton-Dells-Area.h99802351.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/43200/43135/2e6a1c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/43200/43135/7a8e1d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/43200/43135/3bbecd3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/43200/43135/6760a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton La Crosse Onalaska Onalaska 8.2/10 Very good (65) "Parking safe, location good, and close to the hiking trails I was interested in. The room was clean and I enjoyed my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $102 CA $118 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Onalaska-Hotels-Stay-Suites.h43135.Hotel-Information) ![Family Room | Bathroom](https://images.trvl-media.com/lodging/103000000/102940000/102938100/102938076/6e08a877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/103000000/102940000/102938100/102938076/0f71aee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Bathroom](https://images.trvl-media.com/lodging/103000000/102940000/102938100/102938076/8dcc43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/103000000/102940000/102938100/102938076/e18ba996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prairie Voyager Southside 8.6/10 Excellent (123) "Very convenient and the owner was very nice. We use it as a safe and cost effective place to spend the night while visiting Wyalusing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $91 CA $101 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Prairie-Du-Chien-Hotels-Prairie-Voyager.h102938076.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=2025-11-12&endDate=2025-11-13®ionId=6059824&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Wisconsin Hotel Reviews ![Baymont by Wyndham Madison West/Middleton WI West](//images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "The pool and hot tub area was great... clean, Breakfast was hot and good variety of items, just wish there was a meat item but not a deal breaker. Very quiet room and spacious " [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![Best Western West Towne Suites](//images.trvl-media.com/lodging/1000000/30000/25600/25566/5ae91cd1_y.jpg) ### Best Western West Towne Suites 10/10 Excellent "The check-in staff even late at night was wonderful and accommodating. Breakfast is spectacular. And free!" 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