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 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-27&endDate=2025-10-28&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) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-11-07&endDate=2025-11-09&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) ![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) ![Dining room](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135549/e4e0efa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Delavan - Lake Geneva Area Delavan 8.8/10 Excellent (1003) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $114 CA $129 total includes taxes & fees Nov 16 - Nov 17 [](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 $151 CA $186 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/2abb2987.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) ### Comfort Inn Mount Pleasant – Racine Mount Pleasant 9.4/10 Exceptional (611) "Great place to stay. Highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen W CA $125 CA $149 total includes taxes & fees Nov 9 - Nov 10 [](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) ![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) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/0d0b8a5f.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) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89180000/89178100/89178063/89ed78db.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) ![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 $143 CA $372 total includes taxes & fees Oct 27 - Oct 28 [](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) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/100000000/99630000/99626100/99626090/39fd3c20.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 $136 CA $362 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Lake-Geneva-Hotels-NEW-Relax-In-Cozy-Villa-Lake-Geneva.h99626090.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) ![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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/04880995.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 $67 CA $310 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.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) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93420000/93414700/93414700/d46600a0.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) ### 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 $372 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lake-Geneva-Hotels-New-Remodeled-Quaint-Villa-In-Lake-Geneva.h93414700.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74270000/74267700/74267654/a2d4427b.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) ![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 $375 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lake-Geneva-Hotels-Relaxing-Villa-Escape.h74267654.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/0114c4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/79f9d90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/150a4cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/390ca9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave Cedarburg 10/10 Exceptional (187) "The place was perfectly located. Property was clean and well taken care of. Owners responded to any questions immediately. Kitchen and bathroom were well equipped. Overall a great place to stay in a beautiful town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $235 CA $292 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.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=2025-11-09&endDate=2025-11-10®ionId=6059645&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southeast Wisconsin Hotel Reviews ![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 "Pool was clean and renovations were great. " [](https://expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.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 "Room was dusty as was much of the hotel " [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Lodge Geneva National](//images.trvl-media.com/lodging/1000000/900000/893400/893361/cb0dfe19_y.jpg) ### Lodge Geneva National 10/10 Excellent "Brautiful hotel many amenities to keep you occupied" [](https://expedia.ca/Lake-Geneva-Hotels-The-Ridge-Hotel.h893361.Hotel-Information) ![Saint Kate - The Arts Hotel](//images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "Spacious room, comfortable bed. Love that when you check in they give you a glass of wine. The bar downstairs is a vibe and stays busy but did not disturb the quietness when I was in my room. Loved the art area in the hotel, I got to meet a local artist. This hotel is located near a lot of restaurants and stores within walkable distance. I parked the rental car and basically walked everywhere." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.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 "Our room was clean but it was hard to watch TV as the sofa was on the same side if the room. Only one desk chair in room. If the TV and bed were reversed on the wall it would have been easy to watch TV comfortably." [](https://expedia.ca/Lake-Geneva-Hotels-Harbor-Shores-On-Lake-Geneva.h4614.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 "Great job 👍" [](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 "Yes parking at the hotel was convenient and safe. " [](https://expedia.ca/Lake-Geneva-Hotels-The-Cove-Of-Lake-Geneva.h982403.Hotel-Information) ![Potawatomi Hotel & Casino](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Did not have breakfast Staff was friendly" [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![Hyatt Regency Milwaukee](//images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Clean rooms, centrally located " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Luxury Hotels in Big Bend](https://www.expedia.ca/Big-Bend-Hotels-Luxury-Hotel.0-0-d553248634983481436-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Big Bend Hotels](https://www.expedia.ca/Big-Bend-Hotels.d553248634983481436.Travel-Guide-Hotels) - 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