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 $154 ![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 Downtown Milwaukee Winery Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Milwaukee Winery Hotels ![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) ![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) ![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 (13) "Very peaceful and quaint location." CA $91 CA $154 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.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/51000000/50730000/50725600/50725537/51ece325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/1aa58275.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) ### Fast WiFi - King Bed - Near Froedtert - Underground Parking Wauwatosa 9.8/10 Exceptional (20) "Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊" CA $105 CA $365 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/a94a9b11.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) ### Kegel's Inn - Studio - Classic Apartment #3 Six Points 9.4/10 Exceptional (19) "We could not have had a better stay!! " CA $167 CA $298 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.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) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/150a4cd9.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) ### Cedarburg 2 partment sleeps 1-6 guests in prime location on Washington Ave Cedarburg 10/10 Exceptional (185) "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." CA $234 CA $293 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.Hotel-Information) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/83de822e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/64348fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/129a1dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/2f5f7ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms Bay View 10/10 Exceptional (20) "Best stay" CA $1,672 CA $2,425 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Milwaukee-Hotels-Entire-Brick-Brewery-Building-Luxury-Family-Stays-And-Gatherings.h74488113.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 Near Froedtert ~ FAST WIFI ~ Undergrnd Parking Wauwatosa 10/10 Exceptional (4) "Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips." CA $105 CA $369 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.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) ![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) ![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) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/3350627c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Froedtert - King Bed - Fast WiFi - Underground Parking Wauwatosa 9.0/10 Wonderful (22) "Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place." CA $105 CA $369 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Milwaukee-Hotels-Near-Froedtertsanitizedfast-Wifiunderground-Parkingking-Bed.h50725542.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 - Near Froedtert - Undrgrd Parking Wauwatosa 10/10 Exceptional (12) "We drove in from canada, host was very informative and responsive with any of our issues. Location was great for us as it was right next to the highways that lead to downtown and back out of town. Would definitely stay again" CA $117 CA $384 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.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=2025-10-13&endDate=2025-10-14®ionId=6059651&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Milwaukee Hotel Reviews ![The Plaza Hotel](//images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/e935903a_y.jpg) ### The Plaza Hotel 10/10 Excellent "Loved this hotel! Clean friendly and cute!!" [](https://expedia.ca/Milwaukee-Hotels-The-Plaza-Hotel.h7017476.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 "County Clare covers the Three C's: Clean Comfortable Cozy But also: Comes with breakfast Coffee and a jaCuzzi\* \* OK not really a C-word I would not hesitate to stay here again. In fact, I don't think I would choose anywhere else to stay in Milwaukee. The location is perfect. The rooms are great. The place was remarkably quiet (although you will hear doors opening and closing). The breakfast was delicious. Every room coming with a full sized bathtub is such a nice perk, which is becoming harder and harder to find in hotels these days. " [](https://expedia.ca/Milwaukee-Hotels-County-Clare-Irish-Hotel-Pub.h1560944.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 "Love the location. Room was ok. Precious, the lady who welcomed us was warm, welcoming and very helpful." [](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 "Lindsay was so welcoming and helpful! She’s an asset to your staff." [](https://expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) ![The Pfister Hotel](//images.trvl-media.com/lodging/1000000/20000/19500/19467/be11391f_y.jpg) ### The Pfister Hotel 10/10 Excellent "I enjoyed the pianist at the restaurant. Loved the Art throughout the Hotel." [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.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 "Exceptional. Will be my go to hotel in MKE." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Marriott Milwaukee Downtown](//images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/3a407323_y.jpg) ### Marriott Milwaukee Downtown 10/10 Excellent "Clean, neat and safe. " [](https://expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) ![Hotel Metro, Autograph Collection](//images.trvl-media.com/lodging/1000000/110000/106200/106144/bc64591b_y.jpg) ### Hotel Metro, Autograph Collection 10/10 Excellent "The nicest and roomiest room I have been to in an Autograph Collection. Just need to ask for extra bath towels and there is no luggage rack or note pad. 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[Book Hotels in Downtown Milwaukee on Expedia.com](https://www.expedia.com/Downtown-Milwaukee-Milwaukee-Hotels-Winery-Hotel.0-n6059651-0-tWineryHotel.Travel-Guide-Filter-Hotels)