Title: Book the Best Downtown Milwaukee WINERY Hotels in 2025 | Expedia.ca [Downtown Milwaukee Travel Guide](https://expedia.ca/Milwaukee-Downtown-Milwaukee.dx6059651)[Vacation Rentals in Milwaukee](https://expedia.ca/Milwaukee-Vacation-Rentals.d602647.Travel-Guide-VacationRentals)[Flights to Milwaukee](https://expedia.ca/Cheap-Flights-To-Milwaukee.d602647.Travel-Guide-Flights)[Things to do in Milwaukee](https://expedia.ca/Things-To-Do-In-Milwaukee.d602647.Travel-Guide-Activities)[Downtown Milwaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Milwaukee.d6059651.Car-Rental-Guide)[Downtown Milwaukee Vacations](https://expedia.ca/Downtown-Milwaukee.d6059651.Destination-Travel-Guides) ![Milwaukee](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/219000/219557-Milwaukee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Downtown Milwaukee, WI from CA $155 - ![](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 Downtown Milwaukee Winery Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Milwaukee Winery Hotels ![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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/98845608.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) "It was a great stay. The home is super clean, in a good location and it has everything you need! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele S. CA $94 CA $349 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/27bf4651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome To My Loft! Racine 10/10 Exceptional (14) "Very peaceful and quaint location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc L. CA $91 CA $155 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/65a67608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/59d7cbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/d0720da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/28e04e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking Wauwatosa 10/10 Exceptional (4) "Very convenient. Quiet. Ease of use. Perfect for one or two people!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann K. CA $116 CA $381 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/3134b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/e6177671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/447841c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/57fce162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kegel's Inn - Studio - Classic Apartment #3 West Allis 9.4/10 Exceptional (19) "Quaint adorable apartment above a charming German inn, close to anything you’d want to do in Milwaukee. Hot shower with good water pressure. Great stay, we’d choose again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James O. CA $168 CA $296 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/e67ba29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/60b20d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/a97c6697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/fb3c6821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly Upper East Side 9.0/10 Wonderful (2) "Host was wonderful at communicating before and during our stay. The house is adorable and well decorated. A few suggested notes of improvement would be the cleanliness of the bathroom, and dishwasher/ kitchen sink had an odor , no pillowcases on the pillows and there was no laundry detergent available..However, these were all minor and did not affect our overall feeling about this listing. Thank you for the sweet experience . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna M. CA $280 CA $572 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/79f9d90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/7f8fcf7f.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 $296 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/87cb5891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/ecb82b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/7dacc375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/614506f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert Wauwatosa 10/10 Exceptional (12) "I truly enjoyed my stay. The host was very friendly and helpful throughout my entire stay. Will definitely stay here again and would recommend it to my friends and family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy S. CA $116 CA $381 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/e7fc70eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/063edccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/51ece325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/5fcac9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fast WiFi - Underground Parking - King Bed - Near Froedtert Wauwatosa 9.8/10 Exceptional (21) "Very easy check in/out with excellent communication and instructions from hosts. Clean, comfortable apartment made our visit with our daughter very pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle F. CA $116 CA $381 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/c6dcf9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/a46224dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/db56297b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/d7748a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - Near Froedtert - Fast WiFi - Underground Parking Wauwatosa 9.0/10 Wonderful (22) "Great place. Great location. Phenomenal host. The place had everything you need. Definitely booking with them again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. CA $116 CA $381 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Milwaukee-Hotels-Near-Froedtertsanitizedfast-Wifiunderground-Parkingking-Bed.h50725542.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=2025-11-17&endDate=2025-11-18®ionId=6059651&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Milwaukee Hotel Reviews ![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 "Wonderful property and staff!" [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![The Knickerbocker on the Lake](//images.trvl-media.com/lodging/1000000/890000/889400/889344/6e38acce_y.jpg) ### The Knickerbocker on the Lake 10/10 Excellent "nice place nice location" [](https://expedia.ca/Milwaukee-Hotels-The-Knickerbocker-On-The-Lake.h889344.Hotel-Information) ![Hilton Garden Inn Milwaukee Downtown](//images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/4dd89346_y.jpg) ### Hilton Garden Inn Milwaukee Downtown 10/10 Excellent "Clean and comfortable. Quiet!" [](https://expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) ![County Clare Irish Hotel & Pub](//images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/bcfab666_y.jpg) ### County Clare Irish Hotel & Pub 10/10 Excellent "Had a great time here" [](https://expedia.ca/Milwaukee-Hotels-County-Clare-Irish-Hotel-Pub.h1560944.Hotel-Information) ![The Plaza Hotel](//images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/e935903a_y.jpg) ### The Plaza Hotel 10/10 Excellent "Was very pleased with the corner room 277. Loved it that it had a separate bedroom and a kitchen as well. Made our stay sooo comfortable. " [](https://expedia.ca/Milwaukee-Hotels-The-Plaza-Hotel.h7017476.Hotel-Information) ![Marriott Milwaukee Downtown](//images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/3a407323_y.jpg) ### Marriott Milwaukee Downtown 10/10 Excellent "Rooms were clean, the bed was comfortable! Food was fair. " [](https://expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) ![The Pfister Hotel](//images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Always a first class experience at Pfister. Beautiful property and excellent staff. 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