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 from CA $152 ![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 Southeast Wisconsin Winery Hotels Tonight [Sep 20 - Sep 21](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-09-20&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 21 - Sep 22](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059645&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southeast Wisconsin Winery Hotels ## Our top choices for Southeast Wisconsin hotels with winery ![Exterior](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/aafe481e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/883d1f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/e95c215a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Fireplace | Jetted tub](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/a5b332d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Washington House Inn Cedarburg 9.0/10 Wonderful (1002) "Love this property-have stayed here many times before" CA $247 CA $273 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Cedarburg-Hotels-Washington-House-Inn.h3724072.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/14000000/13200000/13192000/13191971/6dc80a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/14000000/13200000/13192000/13191971/03bca4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (3. The Sheboygan Room) | Living area](https://images.trvl-media.com/lodging/14000000/13200000/13192000/13191971/184c551a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (1. The West Room) | Mini-refrigerator](https://images.trvl-media.com/lodging/14000000/13200000/13192000/13191971/ba4ce36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lilly Pad Boerners Guest house Cedarburg 9.4/10 Exceptional (130) "Lily’s Boerners Pad was a beautiful and quaint inn. My husband absolutely loved our stay there and definitely plan to book to stay again when we are Cedarburg again." [](https://www.expedia.ca/Milwaukee-Hotels-Lilly-Pad-Boerners-Guest-House.h13191971.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/c3cdb83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/dbe2ebaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/dec990df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/1310f4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harborview on Lake Michigan, Ascend Hotel Collection Port Washington 9.2/10 Wonderful (552) "Nice area and good food." CA $151 CA $208 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Port-Washington-Hotels-The-Harborview.h6059.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/e27c2170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, lunch, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds, City View](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/19d629b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Iron Horse Hotel Fifth Ward 9.2/10 Wonderful (1018) "Friendly staff, clean room. " CA $210 CA $247 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/9ce0695b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/9f7f2737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/04b4772e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Milwaukee Riverfront by IHG Glendale 7.8/10 Good (1009) "The river and location of this Holiday Inn " CA $131 CA $152 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/06e55437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/81801a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/c328a169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/9bb26c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Milwaukee Downtown Westown 8.6/10 Excellent (1006) "The beds were very comfortable." CA $186 CA $220 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Milwaukee-Hotels-Courtyard-By-Marriott-Milwaukee-Downtown.h280893.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2272200/2272186/c1c67ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/3000000/2280000/2272200/2272186/51bd10b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/3000000/2280000/2272200/2272186/a8387574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/3000000/2280000/2272200/2272186/04c18f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Schuster Mansion Bed & Breakfast Concordia 9.2/10 Wonderful (301) "Nice old house. Breakfast was great. Owners are friendly and attentive." CA $165 CA $243 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Milwaukee-Hotels-Schuster-Mansion-Bed-Breakfast.h2272186.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/ba2d9439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/8b0934aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/20383f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/76084e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Milwaukee Downtown by Marriott Westown 9.0/10 Wonderful (1000) "This is the second time we've stayed here. Its very nice for the price and there is sonmuch to do in the area." CA $169 CA $199 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Milwaukee-Hotels-Residence-Inn-Milwaukee-Downtown-By-Marriott.h664676.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/2991a391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/dab0a947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/7866e684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Milwaukee Westown 8.4/10 Very good (1059) "Great place to stay in downtown Milwaukee! Very convenient location!" CA $167 CA $197 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Milwaukee-City-Center.h6090.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/f256b554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/c130d231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/c262b390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Milwaukee Downtown Westown 9.0/10 Wonderful (1006) "Excellent location, friendly staff and very comfortable room." CA $181 CA $213 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.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=2025-10-04&endDate=2025-10-05®ionId=6059645&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southeast Wisconsin Hotel Reviews ![Hyatt Place Milwaukee Airport](//images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg) ### Hyatt Place Milwaukee Airport 10/10 Excellent "Property needs updating. Chippped furniture. " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ![Potawatomi Hotel & Casino](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Always very very nice!" [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.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 "Lake view" [](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 "We were only there to sleep and get to the hospital early. Was nice though." [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.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 "The property is clean but a bit outdated." [](https://expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.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 "Great stay! recommend 100%" [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-West-Medical-Center.h3512.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 "We love staying here whenever we attend shows at the Rave. The ambiance is perfect and the location is fantastic! " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![AmericInn by Wyndham Glendale/Milwaukee](//images.trvl-media.com/lodging/1000000/40000/40000/39988/96abe88f_y.jpg) ### AmericInn by Wyndham Glendale/Milwaukee 10/10 Excellent "Honestly it was a decent hotel. The staff were really friendly and there were no hidden fees. I really enjoyed my room. The only downside is that it is a car dependent hotel, but there are a few available bus stops. I would highly recommend for smaller groups and solo travels. Breakfast is offered." [](https://expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-By-Wyndham-Milwaukee-Glendale-Hampton-Ave.h39988.Hotel-Information) ![Lodge Geneva National](//images.trvl-media.com/lodging/1000000/900000/893400/893361/cb0dfe19_y.jpg) ### Lodge Geneva National 10/10 Excellent "We had a great time! Our room was great, we got to enjoy the pool area, the spa, and of course the golf course. We enjoyed dinner at the Hunt Club Steakhouse as well!" 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