Title: Book the Best Southeast Wisconsin WINERY Hotels in 2025 | Expedia.ca [Southeast Wisconsin Travel Guide](https://expedia.ca/Southeast-Wisconsin.dx6059645)[Hotels in Southeast Wisconsin](https://expedia.ca/Southeast-Wisconsin-Hotels.d6059645.Travel-Guide-Hotels)[Vacation Rentals in Southeast Wisconsin](https://expedia.ca/Southeast-Wisconsin-Vacation-Rentals.d6059645.Travel-Guide-VacationRentals)[Flights to Southeast Wisconsin](https://expedia.ca/Cheap-Flights-To-Southeast-Wisconsin.d6059645.Travel-Guide-Flights)[Southeast Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southeast-Wisconsin.d6059645.Car-Rental-Guide)[Southeast Wisconsin Vacation Packages](https://expedia.ca/Southeast-Wisconsin.d6059645.Destination-Travel-Guides) ![Milwaukee Public Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/219000/219560-Milwaukee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southeast 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 Southeast Wisconsin Winery Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southeast Wisconsin Winery Hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135549/b3cc17f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135549/f64f2ed7.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/2000000/1140000/1135600/1135549/45928947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135549/ecf655d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Delavan - Lake Geneva Area Delavan 8.8/10 Excellent (1001) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $111 CA $126 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lake-Geneva-Hotels-Comfort-Suites-Delavan-Lake-Geneva-Area.h1135549.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/052c7450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/a1694222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/b1c034fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/b409ef09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Port Washington by IHG Port Washington 8.6/10 Excellent (1005) "Clean, quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $146 CA $179 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Port-Washington-Hotels-Country-Inn-Suites-By-Radisson.h663129.Hotel-Information) ![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/87d004d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/75edda82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/5a9b9683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/2abb2987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Mount Pleasant – Racine Mount Pleasant 9.4/10 Exceptional (604) "Great place to stay. Highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen W CA $125 CA $148 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Milwaukee-Hotels-Comfort-Inn.h40003.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/809f1f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/27bf4651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/3753c711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/0c6c7a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome To My Loft! Racine 10/10 Exceptional (14) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kathleen CA $91 CA $155 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89180000/89178100/89178063/bd602ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89180000/89178100/89178063/2f60f053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89180000/89178100/89178063/89ed78db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/90000000/89180000/89178100/89178063/abb1afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Lake Geneva Condo | Fireplace | WiFi Lake Geneva 10/10 Exceptional (33) "Great place to stay Love the location easy to get to surrounding locations Will definitely be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas P. CA $140 CA $368 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Lake-Geneva-Hotels-NewRemodeled-Interlaken-Villa-Wi-Fi-Steps-To-The-Ridge.h89178063.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99630000/99626100/99626090/a5e30583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99630000/99626100/99626090/a9eb2452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99630000/99626100/99626090/5b5b3484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/100000000/99630000/99626100/99626090/7e23b413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Geneva Retreat! Fireplace! WiFi! Lake Geneva 9.8/10 Exceptional (16) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian S. CA $141 CA $370 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lake-Geneva-Hotels-NEW-Relax-In-Cozy-Villa-Lake-Geneva.h99626090.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107160000/107151800/107151773/eec14bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107160000/107151800/107151773/0e93c82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107160000/107151800/107151773/2385fc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107151800/107151773/8b3d80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva Lake Geneva 9.4/10 Exceptional (13) "Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret S. CA $151 CA $363 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lake-Geneva-Hotels-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Lovely-Lake-Geneva.h107151773.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/1d91f6cc_edited_af06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/2adff4b0_edited_b502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/98845608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/485d0818_edited_5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath Brewers Hill 10/10 Exceptional (2) "The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nuala J. CA $71 CA $316 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74270000/74267700/74267654/c566c6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74270000/74267700/74267654/d76092da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74270000/74267700/74267654/5223f957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74270000/74267700/74267654/45dd0674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Gem with Pool View! Lake Geneva 10/10 Exceptional (37) "This place was wonderful. Super clean, spacious living room to hang out in. Comfortable bed. Amy was an attentive host and gave lots of local recommendations. We enjoyed everything about our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin S. CA $154 CA $373 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Lake-Geneva-Hotels-Relaxing-Villa-Escape.h74267654.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93420000/93414700/93414700/cbdc7dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93420000/93414700/93414700/e5064570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/94000000/93420000/93414700/93414700/c552c603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/94000000/93420000/93414700/93414700/3aa15008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Geneva Getaway! King Bed! Fireplace! Lake Geneva 10/10 Exceptional (28) "Overall a nice stay. Host is very accommodating and great communication. Location is super convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $143 CA $371 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lake-Geneva-Hotels-New-Remodeled-Quaint-Villa-In-Lake-Geneva.h93414700.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=2025-11-06&endDate=2025-11-07®ionId=6059645&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southeast Wisconsin Hotel Reviews ![The Pfister Hotel](//images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Everything was A1 from arrival to checkout. Will definitely be back" [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Harbor Shores on Lake Geneva](//images.trvl-media.com/lodging/1000000/10000/4700/4614/5cc62c75_y.jpg) ### Harbor Shores on Lake Geneva 10/10 Excellent "We have good time " [](https://expedia.ca/Lake-Geneva-Hotels-Harbor-Shores-On-Lake-Geneva.h4614.Hotel-Information) ![Timber Ridge Lodge and Waterpark](//images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/6d6345d6_y.jpg) ### Timber Ridge Lodge and Waterpark 10/10 Excellent "Amazing stay for a family trip with young kids. The waterpark and various activities are perfect for little kids. Our room was a little beat up and needed a fresh coat of paint in a few areas, but other than that it was very clean and well maintained. " [](https://expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.Hotel-Information) ![Sonesta Milwaukee West Wauwatosa](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730127/aa54a792_y.jpg) ### Sonesta Milwaukee West Wauwatosa 10/10 Excellent "Amazing staff, very kind and accommodating " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.Hotel-Information) ![The Cove Of Lake Geneva](//images.trvl-media.com/lodging/1000000/990000/982500/982403/a2825896_y.jpg) ### The Cove Of Lake Geneva 10/10 Excellent "Simply Amazing " [](https://expedia.ca/Lake-Geneva-Hotels-The-Cove-Of-Lake-Geneva.h982403.Hotel-Information) ![Holiday Inn Express Milwaukee-West Medical Center by IHG](//images.trvl-media.com/lodging/1000000/10000/3600/3512/e76b8c70_y.jpg) ### Holiday Inn Express Milwaukee-West Medical Center by IHG 10/10 Excellent "Highly recommend " [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-West-Medical-Center.h3512.Hotel-Information) ![The Iron Horse Hotel](//images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "very cool atmosphere, but no food options" [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Everything was great at Ambassador. Food, drinks, service was amazing! " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Lodge Geneva National](//images.trvl-media.com/lodging/1000000/900000/893400/893361/cb0dfe19_y.jpg) ### Lodge Geneva National 10/10 Excellent "Enjoyed our stay. It was off season so very relaxing and quiet. Area around lodge is very much what you want for a north woods stay. Second time staying here. Will return!" 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