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)[Things to do in Waukesha](https://expedia.ca/Things-To-Do-In-Waukesha.d10170.Travel-Guide-Activities)[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) ![](https://images.trvl-media.com/place/10170/f5ec6cc3-3110-45d5-9639-11ff127a12fc.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 Waukesha Hotels with a Pool Tonight [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10170&startDate=2026-01-23&endDate=2026-01-25&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) ![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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/13600/13501/9cf459df.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 (1,000 reviews) "Friendly staff, clean room, warm shower, good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $86 CA $97 total includes taxes & fees Feb 13 - Feb 14 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/dcd6c3fd.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 (1,001 reviews) "Clean and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $146 CA $165 total includes taxes & fees Jan 30 - Jan 31 [](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) ![Lobby](https://images.trvl-media.com/lodging/15000000/14710000/14702300/14702241/7b414fed.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 (559 reviews) "Best " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sergio CA $136 CA $153 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Brookfield.h14702241.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/492d0b55.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) ![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) ![Balcony](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/d8472473.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 10/10 Exceptional (6 reviews) "Nice and clean room and great coffee as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jimmy CA $111 CA $135 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.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) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/33d7b098.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) ### 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 (713 reviews) "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 $96 CA $108 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Milwaukee-Hotels-AmericInn-By-Wyndham-Delafield.h15723341.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) ![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) ![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) ![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) ### 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 (1,005 reviews) "Girl at front desk was very nice and the rooms where nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $100 CA $113 total includes taxes & fees Jan 19 - Jan 20 [](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/33000000/32510000/32501800/32501737/2b117afb.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528.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 (2,008 reviews) "Great location and great accommodations. Family friendly and the complimentary food was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie CA $139 CA $164 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Indoor pool, open 6 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/3078d14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/eb92b896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/f17c0f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/472b84c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Delafield by IHG [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.Hotel-Information) Delafield 9.4/10 Exceptional (607 reviews) "Great rooms. Really clean facilities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $121 CA $137 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.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) ![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) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/70000/61700/61626/1d3977c7.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 (459 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 $81 CA $92 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Milwaukee-Hotels-Days-Inn-By-Wyndham-Sturtevant-Racine-Mount-Pleasant.h61626.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/520000/518500/518422/61688606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/520000/518500/518422/17fe4598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/520000/518500/518422/2175a00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/520000/518500/518422/1b52f0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites East Troy I-43 [](https://www.expedia.ca/Lake-Geneva-Hotels-Quality-Inn-Suites.h518422.Hotel-Information) East Troy 8.2/10 Very good (726 reviews) "Clean, quiet, convenient!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vladimir CA $100 CA $112 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Lake-Geneva-Hotels-Quality-Inn-Suites.h518422.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=2026-01-29&endDate=2026-01-30®ionId=10170&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Waukesha Hotel Reviews ![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) ![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) ![Crowne Plaza Milwaukee Airport by IHG](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/bcfb8b9d_y.jpg) ### Crowne Plaza Milwaukee Airport by IHG 10/10 Excellent "Breakfast wasnt free and amenities were closed" [](https://expedia.ca/Milwaukee-Hotels-Crowne-Plaza-Milwaukee-South.h24676.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) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "Wonderful stay! " [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg) ### Hilton Milwaukee 10/10 Excellent "Spotless new rooms" [](https://expedia.ca/Milwaukee-Hotels-Hilton-Milwaukee-City-Center.h6090.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 "Hotel had some dated areas, but the room was nice and clean, the staff was professional. The pool and hot tub area was spacious and inviting. I would definitely stay again for MKE." [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.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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