Title: Book the Best Fifth Ward WINERY Hotels in 2026 | Expedia.ca [Fifth Ward Travel Guide](https://expedia.ca/Milwaukee-Fifth-Ward.dx6338562)[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)[Fifth Ward Car Rentals](https://expedia.ca/Car-Rentals-In-Fifth-Ward.d6338562.Car-Rental-Guide)[Fifth Ward Vacations](https://expedia.ca/Fifth-Ward.d6338562.Destination-Travel-Guides) ![Just had their grand opening! Try the espresso beer and Wicket Wheat! Or get a sampler like I did. Yum!](https://images.trvl-media.com/place/2325/06c178bd-9211-484d-a938-cc909fc94fd3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samantha En Route # Find Winery Hotels in Fifth Ward, WI from CA $152 - ![](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 Fifth Ward Winery Hotels Tonight [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6338562&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6338562&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6338562&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6338562&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Fifth Ward hotels with winery ![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) ![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) ![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) ### Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) 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 $90 CA $335 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/8f5f3b81_edited_aef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/b4470642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/f846b73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/694a2b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6 [](https://www.expedia.ca/Milwaukee-Hotels-2bed-15bath-House.h111945649.Hotel-Information) Downtown Milwaukee 10/10 Exceptional (1) "Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen M. CA $104 CA $386 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Milwaukee-Hotels-2bed-15bath-House.h111945649.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) ![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) ![Dining](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/0c6c7a76.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! [](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information) Racine 10/10 Exceptional (16) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kathleen CA $89 CA $152 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/87cb5891.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 [](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.Hotel-Information) Wauwatosa 10/10 Exceptional (14) "Great location and Ian was very responsive to any/all questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $92 CA $343 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/577271ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/56da68b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.Hotel-Information) Upper East Side 9.0/10 Wonderful (6) "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 $198 CA $470 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.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) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/d0720da0.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/58000000/57810000/57800100/57800049/28e04e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - FAST WIFI \~ Near Froedtert \~ Undergrnd Parking [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information) 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane H. CA $92 CA $336 total includes taxes & fees Jan 9 - Jan 10 [](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/51000000/50730000/50725600/50725542/3350627c.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) ### King Bed - Near Froedtert - Fast WiFi - Underground Parking [](https://www.expedia.ca/Milwaukee-Hotels-Near-Froedtertsanitizedfast-Wifiunderground-Parkingking-Bed.h50725542.Hotel-Information) Wauwatosa 9.2/10 Wonderful (23) "Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert D. CA $92 CA $336 total includes taxes & fees Jan 9 - Jan 10 [](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=2026-01-15&endDate=2026-01-16®ionId=6338562&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Fifth Ward Hotel Reviews ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Nice and peaceful " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "The room was clean and beautifully, i love this place i would stay here again in a heartbeat and i have told all of my friends and family about it!!" [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Clean room, very friendly staff, very close to the Fiserv Center" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "Clean quiet cool hotel" [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Yes" [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "The staff is lovely. Courteous, helpful and thoughtful. The room is small but quite nice. Love the pool. " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Holiday Inn Milwaukee Riverfront by IHG](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg) ### Holiday Inn Milwaukee Riverfront by IHG 10/10 Excellent "Friendly front desk person and efficeint " [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "Street parking was available. The staff was very helpful " [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Best Western Plus Milwaukee Airport Hotel & Conference Ctr](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/9f1af6f1_y.jpg) ### Best Western Plus Milwaukee Airport Hotel & Conference Ctr 10/10 Excellent "All of thee above " [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Milwaukee ](https://www.expedia.ca/3Star-Milwaukee-Hotels.s30-0-d602647.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Historic Third Ward ](https://www.expedia.ca/4Star-Historic-Third-Ward-Milwaukee-Hotels.s40-n6334279-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Milwaukee ](https://www.expedia.ca/5Star-Milwaukee-Hotels.s50-0-d602647.Travel-Guide-Filter-Hotels) - [Hotels near Baird Center ](https://www.expedia.ca/Baird-Center-Hotels.0-l6068303-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Milwaukee County ](https://www.expedia.ca/Destinations-In-Milwaukee-County-Luxury-Hotel.0-0-d553248635083913088-tLuxuryHotel.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Milwaukee County ](https://www.expedia.ca/Destinations-In-Milwaukee-County-Pet-Friendly-Hotel.0-0-d553248635083913088-tPetfriendlyHotel.Hotel-Filter-Destinations) - [Milwaukee County Hotels ](https://www.expedia.ca/Destinations-In-Milwaukee-County.d553248635083913088.Hotel-Destinations) - [Hotels & Resorts for Couples in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Couples-Resorts-Hotels.0-0-d251-tCouplesResortsHotels.Hotel-Filter-Destinations) - [Hotels with a Lazy River in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Hotels-With-A-Lazy-River.0-0-d251-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - [Hotels with Free Breakfast in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Hotels-With-Free-Breakfast.0-0-d251-tHotelswithFreeBreakfast.Hotel-Filter-Destinations) - [Hotels with Free Parking in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Hotels-With-Free-Parking.0-0-d251-tHotelswithFreeParking.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-LGBT-Friendly-Hotel.0-0-d251-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - [Scuba Diving Hotels in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Scuba-Diving-Vacations.0-0-d251-tscubadivingvacations.Hotel-Filter-Destinations) - [Hotels near Discovery World ](https://www.expedia.ca/Discovery-World-Hotels.0-l6068283-0.Travel-Guide-Filter-Hotels) - [Downtown Milwaukee Hotels ](https://www.expedia.ca/Downtown-Milwaukee-Milwaukee-Hotels.0-n6059651-0.Travel-Guide-Filter-Hotels) - [East Town Hotels ](https://www.expedia.ca/East-Town-Milwaukee-Hotels.0-n6338567-0.Travel-Guide-Filter-Hotels) - [Hotels near Great Lakes Distillery ](https://www.expedia.ca/Great-Lakes-Distillery-Hotels.0-l6334293-0.Travel-Guide-Filter-Hotels) - [Hotels near Harley-Davidson Museum ](https://www.expedia.ca/Harley-Davidson-Museum-Hotels.0-l6279040-0.Travel-Guide-Filter-Hotels) - [Hotels near Henry W. 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