Title: Book the Best ROMANTIC Hotels in Southwest Wisconsin, WI - Southwest Wisconsin Romantic Getaways | 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 Romantic 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 Romantic Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [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&travelerType=romantic) 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&travelerType=romantic) 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&travelerType=romantic) ## Top Southwest Wisconsin Romantic Hotels ![View from room](https://images.trvl-media.com/lodging/37000000/36520000/36518600/36518509/9a5a3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36520000/36518600/36518509/89694d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/37000000/36520000/36518600/36518509/4065a874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar](https://images.trvl-media.com/lodging/37000000/36520000/36518600/36518509/4f9829f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Hotel Prairie Du Chien 9.2/10 Wonderful (846) "Excellent Hotel with a great restaurant bar attached " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $175 CA $195 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Prairie-Du-Chien-Hotels-Waterfront-Hotel.h36518509.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/21e073b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (with Sofabed)](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/3bcade53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/a70d9ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Premier Park Hotel Downtown Madison 9.6/10 Exceptional (1031) "Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony CA $143 CA $165 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/2a40cb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/c4fdd713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/04ffcca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Madison East Madison 9.4/10 Exceptional (1004) "We had a great stay at the hotel, clean and good service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $135 CA $156 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/3f4d1c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/6f3d0a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/0b9c5966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/48ca8c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Valley Lodge & Golf Barneveld 8.8/10 Excellent (666) "Great experience with everything, we will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna CA $124 CA $131 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Barneveld-Hotels-Deer-Valley-Lodge-Golf.h11266818.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25729/70f073c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Hotel La Crosse Historic Downtown La Crosse 8.8/10 Excellent (1003) "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) ![Lunch and dinner served](https://images.trvl-media.com/lodging/36000000/35030000/35020800/35020711/53152da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/36000000/35030000/35020800/35020711/8327d9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35030000/35020800/35020711/524c2782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/36000000/35030000/35020800/35020711/0ffbee11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus LaCrescent / LaCrosse La Crescent 9.2/10 Wonderful (494) "Great location and a lot of amenities. The staff was great and we enjoyed the pub. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nary CA $162 CA $182 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/La-Crescent-Hotels-Best-Western-Plus-At-La-Crescent-Event-Center.h35020711.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/7eb7d231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/5668c22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/e15a6904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/c5a430ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shane Acres Country Inn Juneau 10/10 Exceptional (215) "Nice to have our own entrance and huge yard to play with our dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $113 CA $120 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Juneau-Hotels-Shane-Acres-Country-Inn.h28414416.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/badd6454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/43556fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/b8229201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/54e62937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Waupun Waupun 9.0/10 Wonderful (469) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $121 CA $137 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Waupun-Hotels-AmericInn-By-Wyndham-Waupun.h8208598.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/7654de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/515b44cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/4d0cbee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/bc138b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Madison Downtown Downtown Madison 9.6/10 Exceptional (1005) "Amazing hotel! Clean, great amenities, friendly staff! Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $159 CA $184 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-Downtown.h11944.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Poolside](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/21efb197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Suite, 1 King Bed, Hot Tub](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/77f7470a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/5fd64d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madison Concourse Hotel and Governor's Club Downtown Madison 9.4/10 Exceptional (3240) "Overall great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay CA $175 CA $202 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.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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