TOP Hotels with Pool in Waukesha, WI for 2026

Q: What are some accommodation options with pools in Waukesha?

Cobblestone Hotel & Suites - Waukesha/West Milwaukee : Features a snack bar/deli, an indoor pool and daily. Marriott Milwaukee West : Offers a snack bar/deli, an indoor pool and free self parking. Tru By Hilton Milwaukee Brookfield : Hotel, 5-minute walk from Riverside Theater. Features 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel : Features a seasonal outdoor pool, an indoor pool and free self parking. Potawatomi Hotel & Casino : Hotel steps from Riverside Theater. Provides buffet, a pool and complimentary wireless Internet access.

Sun in the late afternoon on a Wisconsin lake in early October.

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Our top choices for Waukesha hotels with a pool

Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

AmericInn by Wyndham Brookfield

Brookfield

Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.

Rp1.661.856 total

includes taxes & fees

2 Aug - 3 Aug

Best Western Waukesha Grand

Pewaukee

Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.

Rp1.658.565 total

includes taxes & fees

11 Aug - 12 Aug

Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.

Rp1.913.307 total

includes taxes & fees

10 Aug - 11 Aug

Baymont by Wyndham Waukesha

Waukesha

Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.

Rp1.623.855 total

includes taxes & fees

6 Aug - 7 Aug

Marriott Milwaukee West

Waukesha

Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.

Rp2.398.231 total

includes taxes & fees

1 Aug - 2 Aug

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Waukesha

Rp2.904.671 total

includes taxes & fees

28 Jul - 29 Jul

Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.

Rp2.606.288 total

includes taxes & fees

16 Aug - 17 Aug

Wildwood Lodge

Pewaukee

Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.

Rp2.094.845 total

includes taxes & fees

11 Aug - 12 Aug

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Choose what matters most at hotels with a pool in Waukesha

Breakfast included

Hot tub

Top Waukesha Hotel Reviews

Saint Kate - The Arts Hotel

8/10 Good

"Pleasant colorful hotel, art everywhere, some of it good, artist in residence a very nice touch. Large guest rooms, comfortable beds, need more room lighting. Staff very professional and helpful, except the bartenders in lobby bar, 4 of them chatting and completely oblivious of guests, two days running, very unprofessional. Even when we managed, after waiting 10 minutes, to catch the eye of one of them and asked for a menu, he replied, I’ll get the server for you , and went back to chatting. The server, on her own, was running from one guest to another, including people sitting at the bar, but these guys couldn’t be bothered to help. I have a minority interest in Seattle restaurants and advise other restaurant owners. I would fire the bartenders one by one until they got the message. Utterly unprofessional."

Crowne Plaza Milwaukee Airport by IHG

8/10 Good

"One of the staff members at the front desk went out of her way to be rude and unaccommodating because I made my reservation through Expedia. Everyone else was trying to be helpful but she kept overriding whatever the other staff member suggested to help, insisting that we had to wait no matter what."

Sybaris Pool Suites Mequon

10/10 Excellent

"We Really enjoyed our stay, the staff was nice and polite. My room was clean and wonderful. I would definitely recommend this place to anyone who haven’t been before, this is a nice getaway to spend quality time with your significant other. I also recommend people to book majestic room."

Frequently asked questions

What are some accommodation options with pools in Waukesha?

Cobblestone Hotel & Suites - Waukesha/West Milwaukee: Features a snack bar/deli, an indoor pool and daily. Marriott Milwaukee West: Offers a snack bar/deli, an indoor pool and free self parking. Tru By Hilton Milwaukee Brookfield: Hotel, 5-minute walk from Riverside Theater. Features 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel: Features a seasonal outdoor pool, an indoor pool and free self parking. Potawatomi Hotel & Casino: Hotel steps from Riverside Theater. Provides buffet, a pool and complimentary wireless Internet access.

What is there to see and do in Waukesha?

Explore places such as American Family Field while you're in the area. Surround yourself with nature at Frame Park Formal Gardens and Glacial Drumlin Bike Trail. The sporting events, live music and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Waukesha?

Taking the local weather in Waukesha into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Waukesha are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

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