Title: Book the Best Southwest Wisconsin WINERY Hotels in 2026 | 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) ![Eagle Point Park which includes views, landscape views and a river or creek](https://images.trvl-media.com/place/6105970/e901002c-d23e-4ede-be6b-d983b996f6a4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southwest Wisconsin, WI from CA $114 - ![](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 [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Wisconsin hotels with winery ![Property entrance](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/536ad09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/e74b0cce.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) ![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) ### GrandStay Hotel & Suites Mount Horeb - Madison [](https://www.expedia.ca/Mount-Horeb-Hotels-GrandStay-Hotel-Suites.h12033942.Hotel-Information) Mount Horeb 9.2/10 Wonderful (851) "Nice Hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $140 CA $155 total includes taxes & fees Dec 16 - Dec 17 [](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) ![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) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/86723071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/609e91a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Hotel La Crosse [](https://www.expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.Hotel-Information) Historic Downtown La Crosse 8.6/10 Excellent (1011) "Great place to stay! Only steps away from the Christmas Rotary Lights!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $139 CA $160 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/La-Crosse-Hotels-Radisson-Hotel-La-Crosse.h25729.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2800/2758/7818f64a.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) ### Courtyard by Marriott La Crosse [](https://www.expedia.ca/La-Crosse-Hotels-Courtyard-By-Marriott-La-Crosse.h2758.Hotel-Information) Historic Downtown La Crosse 9.0/10 Wonderful (537) "Very comfortable bed in the room was spotless! We used the fitness center and that was also very nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $147 CA $169 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/La-Crosse-Hotels-Courtyard-By-Marriott-La-Crosse.h2758.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/70560ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/90a6d9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/48aa017c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/f5c5d8ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pearl Street Hotel & Suites [](https://www.expedia.ca/La-Crosse-Hotels-Pearl-Street-Hotel-Suites.h105877997.Hotel-Information) Historic Downtown La Crosse 8.0/10 Very good (357) "Little parking area by hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila [](https://www.expedia.ca/La-Crosse-Hotels-Pearl-Street-Hotel-Suites.h105877997.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) ![Courtyard](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/6d974df0.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) ![Lobby](https://images.trvl-media.com/lodging/27000000/26510000/26506100/26506033/8ee1fe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Ft. Atkinson, WI [](https://www.expedia.ca/Fort-Atkinson-Hotels-Country-Inn-Suites-By-Radisson.h26506033.Hotel-Information) Fort Atkinson 9.4/10 Exceptional (624) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leila CA $141 CA $155 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Fort-Atkinson-Hotels-Country-Inn-Suites-By-Radisson.h26506033.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 [](https://www.expedia.ca/Sauk-City-Hotels-Cedarberry-Inn.h1705842.Hotel-Information) Sauk City 9.2/10 Wonderful (603) "Great relaxing stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $146 CA $163 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Sauk-City-Hotels-Cedarberry-Inn.h1705842.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/43200/43135/77780605.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) ![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) ### Spark by Hilton La Crosse Onalaska [](https://www.expedia.ca/Onalaska-Hotels-Stay-Suites.h43135.Hotel-Information) Onalaska 8.4/10 Very good (84) "The staff was extremely helpful and courteous. The room was comfortable with a large shower area. I would definitely stay here agin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $98 CA $114 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Onalaska-Hotels-Stay-Suites.h43135.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17740000/17739600/17739508/04736872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/18000000/17740000/17739600/17739508/7b9c6c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/18000000/17740000/17739600/17739508/e608e7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17740000/17739600/17739508/11028d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McConnell Inn [](https://www.expedia.ca/Green-Lake-Hotels-McConnell-Inn.h17739508.Hotel-Information) Green Lake 9.2/10 Wonderful (243) "It was a super relaxing place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $276 CA $311 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Green-Lake-Hotels-McConnell-Inn.h17739508.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/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) ![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15230000/15229400/15229369/a61e389f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton La Crosse [](https://www.expedia.ca/La-Crosse-Hotels-Home2-Suites-By-Hilton-La-Crosse.h15229369.Hotel-Information) Historic Downtown La Crosse 9.4/10 Exceptional (828) "Very convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $115 CA $132 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/La-Crosse-Hotels-Home2-Suites-By-Hilton-La-Crosse.h15229369.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/40000000/39940000/39930100/39930008/d53f000c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/40000000/39940000/39930100/39930008/2b4057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39940000/39930100/39930008/c6fe6666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/40000000/39940000/39930100/39930008/a649b825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Mauston [](https://www.expedia.ca/Wisconsin-Dells-Hotels-The-Lodge-At-Mauston.h39930008.Hotel-Information) Mauston 9.6/10 Exceptional (434) "Nice and clean…enjoyed our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William and Angela CA $212 CA $234 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Wisconsin-Dells-Hotels-The-Lodge-At-Mauston.h39930008.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=2025-12-29&endDate=2025-12-30®ionId=6059824&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Wisconsin Hotel Reviews ![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3835h2385x4y4-ff0bb2ca_y.jpg) ### Hampton Inn & Suites Madison-West 10/10 Excellent "Room was fantastic and staff and amenities were great" [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-West.h2134982.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "I enjoyed the hot tub, free breakfast, 24/7 coffee & tea. The room was clean and quiet. Extra pillows and blankets. Fridge & micro were a plus. 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