Title: Southwest Wisconsin Chalets | 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) # Search Chalets in Southwest Wisconsin - ![](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 [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southwest Wisconsin Chalets ![Exterior](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/9032f440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/a244b6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/fcc15aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/a770a23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Chalet & Indoor/Outdoor Spa, Firepit Lyndon Station 9.8/10 Exceptional (74) "This is such an awesome place for a family vacation! Lots of places to play and hang out with family. We really loved the kitchen, screened in porch, fire pit, putting green a comfortable beds! The hot tub and pool table area was the favorite hang out spot for us!! We were sad to leave!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan C. CA $462 CA $939 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Lyndon-Station-Hotels-Country-Chalet-IndoorOutdoor-Spa.h75788745.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=2025-11-28&endDate=2025-11-29®ionId=6059824&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=CHALET) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Southwest+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=6059824&latLong=43.454006%2C-90.039337&adults=2&startDate=2026-02-12&d1=2026-02-12&endDate=2026-02-15&d2=2026-02-15&lodging=HOUSE_BOAT) ![](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%2FSouthwest-Wisconsin-Chalets.d6059824-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Wisconsin-Chalets.d6059824-aaChalets.Travel-Guide-Accommodation) ## Top Southwest Wisconsin Hotel Reviews ![DoubleTree by Hilton Madison Downtown](//images.trvl-media.com/lodging/1000000/20000/12000/11944/7654de65_y.jpg) ### DoubleTree by Hilton Madison Downtown 10/10 Excellent "Very clean rooms. Modern look. Great cookies on arrival. " [](https://expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-Downtown.h11944.Hotel-Information) ### avid Hotel Wisconsin Dells – Lake Delton by IHG 10/10 Excellent "Room was very clean. Breakfast and coffee were very good. Roof top lounge was sweet. Staff was very nice. Will definitely stay here again" [](https://expedia.ca/Baraboo-Hotels-Avid-Hotels-Lake-Delton-Dells-Area.h99802351.Hotel-Information) ### Days Inn & Suites by Wyndham Wisconsin Dells 10/10 Excellent "Staff was pleasant. Upkeep clean and walkable location to main strip and shopping " [](https://expedia.ca/Wisconsin-Dells-Hotels-Days-Inn-Suites-By-Wyndham-Wisconsin-Dells.h19037.Hotel-Information) ### Super 8 by Wyndham Wisconsin Dells 10/10 Excellent "Awesome service" [](https://expedia.ca/Wisconsin-Dells-Hotels-Super-8-By-Wyndham-Wisconsin-Dells.h50424.Hotel-Information) ### The Wisconsin Hotel & Conference Center 10/10 Excellent "Absolutely" [](https://expedia.ca/Wisconsin-Dells-Hotels-Clarion-Hotel-Suites.h1210363.Hotel-Information) ### Country Inn & Suites by Radisson, Madison West, WI 10/10 Excellent "Good breakfast" [](https://expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "the room was nice the food was good and the drinks were good as well." [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ### La Quinta Inn & Suites by Wyndham Madison American Center 10/10 Excellent "Room was clean. Breakfast is okay-ish although it says continental." [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ### Sunset Bay Resort 10/10 Excellent "The rooms were nice and very clean. The arcade and indoor pool were nice. The staff was friendly. " [](https://expedia.ca/Wisconsin-Dells-Hotels-Bakers-Sunset-Bay-Resort.h1051099.Hotel-Information) ## Find out more about Southwest Wisconsin ## Southwest Wisconsin Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Reedsburg](https://www.expedia.ca/4Star-Reedsburg-Hotels.s40-0-d9466.Travel-Guide-Filter-Hotels) - [B&B in Avoca](https://www.expedia.ca/Avoca-Bed-And-Breakfast.d3000422739-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Avoca Hotels](https://www.expedia.ca/Avoca-Hotels.d3000422739.Travel-Guide-Hotels) - [Apartments in Basswood](https://www.expedia.ca/Basswood-Apartments.d553248635975846898-aaApartments.Travel-Guide-Accommodation) - [B&B in Blue River](https://www.expedia.ca/Blue-River-Bed-And-Breakfast.d6360548-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Blue River](https://www.expedia.ca/Blue-River-Chalets.d6360548-aaChalets.Travel-Guide-Accommodation) - 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[Visit Sextonville](https://www.expedia.ca/Sextonville.dx771631968027873280) - [Tower Hill State Park](https://www.expedia.ca/Tower-Hill-State-Park-Spring-Green.d553248621561207065.Vacation-Attraction) - [Enterprise Rental Cars in Richland Center](https://www.expedia.ca/Enterprise-Car-Rentals-In-Richland-Center.d181163-c15.Car-Rental-Guide-Suppliers) - [Things to do in North Freedom](https://www.expedia.ca/Things-To-Do-In-North-Freedom.d6360547.Travel-Guide-Activities) - [Book Chalets in Southwest Wisconsin on Expedia.com](https://www.expedia.com/Southwest-Wisconsin-Chalets.d6059824-aaChalets.Travel-Guide-Accommodation)