Title: Book the Best Hotels with POOL in Downtown Milwaukee in 2026 | 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) ![Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590](https://images.trvl-media.com/place/6059651/1182062a-a02d-493d-b9fe-49d298b5def0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Downtown Milwaukee, WI from CA $132 - ![](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 Hotels with a Pool Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-12-18&endDate=2025-12-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6059651&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Downtown Milwaukee hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/242e01d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/7db2444a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/1ed7a069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) Downtown Milwaukee 9.6/10 Exceptional (2003) "Clean hotel and nice staff, would stay again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Colin CA $138 CA $162 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/a4ecab56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/badab0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/46a36af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/29107c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.Hotel-Information) Westown 8.6/10 Excellent (1007) "Staff were very friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mia CA $128 CA $150 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.Hotel-Information) ![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/14923cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Double Beds | View from room](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/a5ff3833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/c055d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/1d153cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pfister Hotel [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) Downtown Milwaukee 9.6/10 Exceptional (1815) "Ive stayed here many times, never disappointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WILLIAM NEIL CA $209 CA $247 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/92a308d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/ad22c4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/7db864bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/0856aa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) Westown 8.2/10 Very good (1002) "Quiet, freshly appointed room. Polite staff. Easy parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen Ellis CA $134 CA $159 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/c837b0e4.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/06e55437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/280900/280893/033f733b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Courtyard-By-Marriott-Milwaukee-Downtown.h280893.Hotel-Information) Westown 8.6/10 Excellent (1003) "Friendly staff, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek CA $139 CA $164 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Milwaukee-Hotels-Courtyard-By-Marriott-Milwaukee-Downtown.h280893.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336206/d8577521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336206/c84d8da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336206/282bb95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336206/1ed7a720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Apt with Parking, Gym, and Lap Pool [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR4-Above-MAC-With-Parking.h122336206.Hotel-Information) Downtown Milwaukee CA $89 CA $222 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR4-Above-MAC-With-Parking.h122336206.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/470000/463900/463898/d6d695bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/470000/463900/463898/233f7ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/463900/463898/a5a4ace3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/463900/463898/1a6e9416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Hampton-Inn-Suites-Milwaukee-Downtown.h463898.Hotel-Information) Westown 6.6/10 (1007) "Very accommodating staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cecille Joan CA $112 CA $132 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Milwaukee-Hotels-Hampton-Inn-Suites-Milwaukee-Downtown.h463898.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336210/ea6560ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336210/81f1f7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336210/46ce45e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336210/be7d8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Apt with Parking, Gym, and Lap Pool [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR2-Above-MAC-With-Parking.h122336210.Hotel-Information) Downtown Milwaukee CA $117 CA $254 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR2-Above-MAC-With-Parking.h122336210.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336212/250713c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336212/8103ebf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336212/5a79e0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/123000000/122340000/122336300/122336212/21c9c9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Apt with Parking, Gym, and Lap Pool [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR1-Above-MAC-With-Parking.h122336212.Hotel-Information) Downtown Milwaukee CA $100 CA $235 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Milwaukee-Hotels-Luxury-Downtown-Apt-MR1-Above-MAC-With-Parking.h122336212.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/45000000/44450000/44448100/44448030/42b69b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/45000000/44450000/44448100/44448030/24c7d879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/45000000/44450000/44448100/44448030/e84b7421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44450000/44448100/44448030/27cf00e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milwaukee Brookfield Conference Center, WI [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Brookfield-Conference-Center.h44448030.Hotel-Information) Brookfield 9.4/10 Exceptional (546) "Clean room and both receptionists were friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $146 CA $168 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Brookfield-Conference-Center.h44448030.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=2025-12-31&endDate=2026-01-01®ionId=6059651&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Milwaukee Hotel Reviews ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "The Pfister Hotel was decorated beautifully and has old world charm. The staff is friendly and welcoming. The restaurant serves amazing food and the bar in the lobby has a great vibe. We visit once or twice a year and wouldn’t stay anywhere else. " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Marriott Milwaukee Downtown](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/3a407323_y.jpg) ### Marriott Milwaukee Downtown 10/10 Excellent "Good all around " [](https://expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) ![Homewood Suites By Hilton Milwaukee Downtown](https://images.trvl-media.com/lodging/19000000/18110000/18109600/18109539/c7d00688_y.jpg) ### Homewood Suites By Hilton Milwaukee Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Milwaukee-Hotels-Homewood-Suites-By-Hilton-Milwaukee-Downtown.h18109539.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 "Room cleanliness " [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Downtown Milwaukee? ### What is there to see and do in Downtown Milwaukee? ## Explore a world of travel with Expedia - 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