Title: Book the Best Hotels with POOL in South Milwaukee in 2026 | Expedia.ca [Hotels in South Milwaukee](https://expedia.ca/South-Milwaukee-Hotels.d553248634983561152.Travel-Guide-Hotels)[Vacation Rentals in South Milwaukee](https://expedia.ca/South-Milwaukee-Vacation-Rentals.d553248634983561152.Travel-Guide-VacationRentals)[South Milwaukee Car Rentals](https://expedia.ca/Car-Rentals-In-South-Milwaukee.d553248634983561152.Car-Rental-Guide)[South Milwaukee Vacation Packages](https://expedia.ca/South-Milwaukee.d553248634983561152.Destination-Travel-Guides) ![Seven bridges is a great park just to get away for a few hours.](https://images.trvl-media.com/place/553248634983561152/92032100-ca92-4c72-9d0b-a1e512ceaf42.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Eric & Kristy's Adventures ![](https://images.trvl-media.com/place/553248634983561152/92032100-ca92-4c72-9d0b-a1e512ceaf42.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 South Milwaukee Hotels with a Pool Tonight [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=553248634983561152&startDate=2026-01-18&endDate=2026-01-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=553248634983561152&startDate=2026-01-19&endDate=2026-01-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248634983561152&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248634983561152&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Milwaukee hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/492d0b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/7f0fc254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/2710bc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/a64b286a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites By Radisson, Brown Deer - Milwaukee North [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) Brown Deer 9.8/10 Exceptional (8 reviews) "Everything was great and having balconies was a great plus" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris CA $111 CA $136 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/61700/61626/a3e90a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/70000/61700/61626/49b5e62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/61700/61626/6ec68100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/61700/61626/a4b2bc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant [](https://www.expedia.ca/Milwaukee-Hotels-Days-Inn-By-Wyndham-Sturtevant-Racine-Mount-Pleasant.h61626.Hotel-Information) Mount Pleasant 8.2/10 Very good (460 reviews) "Room was clean and quiet. Perfect value for a quick stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $83 CA $94 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Milwaukee-Hotels-Days-Inn-By-Wyndham-Sturtevant-Racine-Mount-Pleasant.h61626.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/896500/896472/84b21a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/896500/896472/50a8cc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/900000/896500/896472/fd930d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/896500/896472/303e29cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Waterford/Burlington WI [](https://www.expedia.ca/Waterford-Hotels-Baymont-By-Wyndham-WaterfordBurlington-WI.h896472.Hotel-Information) Waterford 7.4/10 Good (441 reviews) "The room was spacious with a comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $99 CA $113 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Waterford-Hotels-Baymont-By-Wyndham-WaterfordBurlington-WI.h896472.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892214/cda0fc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892214/7526e409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/900000/892300/892214/1a41619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/900000/892300/892214/3305eb55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites New Berlin by IHG [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-New-Berlin.h892214.Hotel-Information) New Berlin 9.2/10 Wonderful (926 reviews) "The room was very clean and the breakfast was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari CA $127 CA $143 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-New-Berlin.h892214.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/3c65bd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/f85f9ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/9f44c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Select Milwaukee Brookfield [](https://www.expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) Brookfield 8.2/10 Very good (1,375 reviews) "Nice quiet stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shedika CA $99 CA $115 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/50489c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/f864df0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/71b6092f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) Holler Park 8.8/10 Excellent (1,234 reviews) "Staff is always very helpful and their free airport shuttle is always great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michaelle CA $127 CA $149 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/500/497/9dd85259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/497/66c03513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/500/497/9f488db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/500/497/5488b279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Racine Harbourwalk [](https://www.expedia.ca/Racine-Hotels-Doubletree-By-Hilton-Hotel-Racine-Harbourwalk.h497.Hotel-Information) Historic Downtown Racine 8.4/10 Very good (1,001 reviews) "The staff was courteous and helpful. Our room was spectacular! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chloe CA $147 CA $167 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Racine-Hotels-Doubletree-By-Hilton-Hotel-Racine-Harbourwalk.h497.Hotel-Information) ![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/1af937df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/bca9a4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/w3840h2558x0y3-d95aa492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/14849c64.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 (1,888 reviews) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jeffrey CA $188 CA $222 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8032/ac873fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/8100/8032/ed94916b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/8100/8032/w4000h2662x0y0-d2812c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8032/8547294e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Milwaukee North Shore [](https://www.expedia.ca/Milwaukee-Hotels-Four-Points-By-Sheraton-Milwaukee-North-Shore.h8032.Hotel-Information) Brown Deer 8.0/10 Very good (1,002 reviews) "Great place, love to stay there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $117 CA $135 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Milwaukee-Hotels-Four-Points-By-Sheraton-Milwaukee-North-Shore.h8032.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/2b117afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/b3e34ba9.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) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/bab54485.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 (2,010 reviews) "Room was great and can't beat the location for what we were in town for." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina CA $139 CA $164 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.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=2026-02-01&endDate=2026-02-02®ionId=553248634983561152&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top South Milwaukee Hotel Reviews ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/c50e99ba_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Very nice room good food nice service " [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![DoubleTree by Hilton Milwaukee Downtown](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f_y.jpg) ### DoubleTree by Hilton Milwaukee Downtown 10/10 Excellent "amazing customer service from Grady at the front desk and the ladies running the morning breakfast. kind, conversation and excellent service. rooms are pristine as well! " [](https://expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information) ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "I slept in so I went to IHOP across the street. " [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Beautiful classic hotel " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Very clean room great dtaffy" [](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 "Friendly staff. Shay was so helpful. Max, the bartender, was super cool and makes awesome drinks. Clean room. Comfy bed and pillows. Spacious fridge. Nice views of downtown. Valet staff was efficient. Recommend 100%!!! ." [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.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 "Rooms are clean , valet parking is terrible. Many times I almost had to valet my car on my own ,because nobody was there to assist" [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![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 "The decor is beautiful, the room was bigger than I imagined it would be, and the staff was very helpful. I unfortunately had a run in with another guest in the bar while watching football. The staff eventually called the police to handle this individual and staff was extremely helpful and apologetic to me, making sure my experience was still satisfying. Rest assured, we already have plans to visit again. " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad_y.jpg) ### Sonesta Select Milwaukee Brookfield 10/10 Excellent "Really nice people and the room was more then i expected for the price " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in South Milwaukee? ### What is there to see and do in South Milwaukee? ### When is the best time to book a hotel with a pool in South Milwaukee? ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Hotels with Free Airport Shuttle in Bay View ](https://www.expedia.ca/Bay-View-Milwaukee-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6338565-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Bay View ](https://www.expedia.ca/Bay-View-Milwaukee-Hotels-Hotels-With-Indoor-Pool.0-n6338565-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - 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