Title: Book the Best Hotels with POOL in Waukesha in 2026 | Expedia.ca [Waukesha Travel Guide](https://expedia.ca/Waukesha.dx10170)[Hotels in Waukesha](https://expedia.ca/Waukesha-Hotels.d10170.Travel-Guide-Hotels)[Vacation Rentals in Waukesha](https://expedia.ca/Waukesha-Vacation-Rentals.d10170.Travel-Guide-VacationRentals)[Flights to Waukesha](https://expedia.ca/Cheap-Flights-To-Waukesha.d10170.Travel-Guide-Flights)[Waukesha Car Rentals](https://expedia.ca/Car-Rentals-In-Waukesha.d10170.Car-Rental-Guide)[Waukesha Vacation Packages](https://expedia.ca/Waukesha.d10170.Destination-Travel-Guides) ![Waukesha is a city in and the county seat of Waukesha County, Wisconsin. It is part of the Milwaukee metropolitan area.](https://images.trvl-media.com/place/10170/f5ec6cc3-3110-45d5-9639-11ff127a12fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Waukesha, WI from CA $95 - ![](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 Waukesha Hotels with a Pool Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Waukesha hotels with a pool ![Pool](https://images.trvl-media.com/lodging/1000000/20000/13600/13501/fd9a4ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/13600/13501/fd76fe1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/13600/13501/730d3c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/13600/13501/eee8dbde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Waukesha [](https://www.expedia.ca/Milwaukee-Hotels-Baymont-By-Wyndham-Waukesha.h13501.Hotel-Information) Waukesha 7.0/10 Good (1001) "Friendly staff, clean room, warm shower, good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $84 CA $95 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Baymont-By-Wyndham-Waukesha.h13501.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/ce936318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/3f526a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/308abb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/6245a92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Milwaukee West [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) Waukesha 9.2/10 Wonderful (1000) "A very clean and accommodating hotel. We will stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $131 CA $148 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/15000000/14710000/14702300/14702241/26c5cbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/14710000/14702300/14702241/4f68392f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14710000/14702300/14702241/e659b4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/15000000/14710000/14702300/14702241/b9d9ca0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Milwaukee Brookfield [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Brookfield.h14702241.Hotel-Information) Waukesha 8.8/10 Excellent (556) "Rose at the front desk was very helpful and so sweet! The rooms were clean and the rest of the staff was nice as well! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna CA $135 CA $152 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Brookfield.h14702241.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/67600/67577/a98f50d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/70000/67600/67577/ccb7b545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/67600/67577/a747cd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/67600/67577/54fd4521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Milwaukee Delafield [](https://www.expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Milwaukee-Delafield.h67577.Hotel-Information) Delafield 8.6/10 Excellent (1001) "Wonderful staff free complimentary breakfast free parking pool and gym if interested! Clean facility and rooms were huge ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $99 CA $112 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Milwaukee-Delafield.h67577.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/eb35f1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/bb0d1ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/325a906a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/65e7d303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Delafield-Waukesha-Milwaukee [](https://www.expedia.ca/Milwaukee-Hotels-AmericInn-By-Wyndham-Delafield.h15723341.Hotel-Information) Delafield 8.0/10 Very good (705) "Check in went smooth and the worker was nice. The rooms were clean and nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $109 CA $124 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Milwaukee-Hotels-AmericInn-By-Wyndham-Delafield.h15723341.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892214/7b598fe6.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 (916) "The room was very clean and the breakfast was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari CA $126 CA $142 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-New-Berlin.h892214.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) ![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/1000000/900000/896500/896472/50a8cc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/896500/896472/328bb64d.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 (437) "The room was spacious with a comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $106 CA $120 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Waterford-Hotels-Baymont-By-Wyndham-WaterfordBurlington-WI.h896472.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/6108908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/92610ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/83b52ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/fc88529d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h84410.Hotel-Information) Mount Pleasant 8.8/10 Excellent (1001) "It was very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $104 CA $125 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h84410.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 (1999) "Clean hotel and nice staff, would stay again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Colin CA $138 CA $163 total includes taxes & fees Jan 1 - Jan 2, 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) ![Fitness facility](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/ea51e32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/2e068723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/87144841.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) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KENT CA $128 CA $151 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.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=2026-01-04&endDate=2026-01-05®ionId=10170&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Waukesha 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 "Clean rooms, friendly staff. Shuttle service is a plus " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.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 "Everything was amazing! Breakfats was sooooo good!" [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Lovely stay!" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.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 art galleries on site are fabulous. Everything was too notch." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.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 "Sweeeeet breakfast buffet!" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.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 "Beautiful hotel, great customer service and staff." [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.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 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) ![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 "I just wanna compliment everyone at the hotel from the moment I walked into the hotel service was excellent. Everyone is friendly and kind. The rooms were clean and the bed was comfortable." [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ![Hyatt Place Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg) ### Hyatt Place Milwaukee Airport 10/10 Excellent "The room was clean. Everyone was friendly from the front desk to the breakfast staff." [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Waukesha with outdoor pools? > At the Baymont, you'll find a friendly setting complemented by a variety of amenities that cater to both convenience and comfort. Enjoy a refreshing dip in the pool after a day of exploring, and take advantage of complimentary breakfast options to kickstart your morning. The hotel also offers free WiFi, toiletries, and self-parking, ensuring that your stay is straightforward and accommodating for families. ### How much does a hotel with outdoor pool in Waukesha cost? ### Are there hotels with outdoor pools that are close to Prairieville Park? > At the Baymont, you can enjoy a refreshing dip in the outdoor pool after a day of exploring. Families will appreciate the convenience of complimentary amenities, including free WiFi, toiletries, and a hearty continental breakfast to kick-start your mornings. Plus, self-parking is free, adding to the overall value of your stay. ### Is it cheaper to book flights and a hotel in Waukesha as a package? ### How can I save on a hotel in Waukesha with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Brookfield ](https://www.expedia.ca/Brookfield-Bed-And-Breakfast.d7083-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Brookfield ](https://www.expedia.ca/Brookfield-Condos.d7083-aaCondos.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Brookfield ](https://www.expedia.ca/Brookfield-Hotels-Beach-Hotel.0-0-d7083-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Brookfield ](https://www.expedia.ca/Brookfield-Hotels-Boutique-Hotel.0-0-d7083-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brookfield ](https://www.expedia.ca/Brookfield-Hotels-Cheap-Hotels.0-0-d7083-tCheapHotels.Travel-Guide-Filter-Hotels) - 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