Title: Book the Best BOUTIQUE Hotels in Southwest Wisconsin 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 Boutique Hotels in Southwest Wisconsin, WI from CA $241 ![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 availability on Southwest Wisconsin Boutique Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Wisconsin Boutique Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/472df730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room 1](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/8d2f774a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/501c7e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/5b60e248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion Hill Inn Downtown Madison 9.8/10 Exceptional (170) "Beautiful property, great location, excellent ataff" CA $351 CA $405 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madison-Hotels-Mansion-Hill-Inn.h35610.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/28867205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/db0c1ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Camp Wandawega Suite) | Living area](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/2f820de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/72a0951e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Madison Downtown Madison 9.0/10 Wonderful (1007) "Great location and hotel" CA $187 CA $241 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-Graduate-Madison.h14397.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/3b8a79fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/0ce9e41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/5c127b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/11000000/10530000/10520400/10520324/2421788f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Charmant Hotel Historic Downtown La Crosse 9.6/10 Exceptional (1002) "Wonderful stay!" CA $222 CA $283 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/La-Crosse-Hotels-The-Charmant-Hotel.h10520324.Hotel-Information) ![Suite, 1 King Bed with Sofa bed (Legacy)](https://images.trvl-media.com/lodging/1000000/600000/598400/598399/f208dd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![65-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/600000/598400/598399/1d725416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/600000/598400/598399/55e2e144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/600000/598400/598399/ce34797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ironworks Hotel Beloit 9.4/10 Exceptional (587) "Great location and brilliant bar staff. " CA $242 CA $275 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Janesville-Hotels-Ironworks-Hotel.h598399.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. 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