Waukesha Hotel Guide - Hotels with Pool in Waukesha, Milwaukee

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Check availability on Waukesha Hotels with Pool

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Waukesha hotels with a pool

Pool
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
2.5 star property
Waukesha
7.0 out of 10, Good, (1001)
"Friendly staff, clean room, warm shower, good breakfast"
United States
Heidi
The price is €59
includes taxes & fees
2 Jan - 3 Jan 2026
Baymont by Wyndham Waukesha
Bar (on property)
Marriott Milwaukee West

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1000)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is €92
includes taxes & fees
28 Dec - 29 Dec
Marriott Milwaukee West
Indoor pool
Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
3.0 star property
Waukesha
8.8 out of 10, Excellent, (557)
"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
Jenna
The price is €94
includes taxes & fees
18 Jan - 19 Jan 2026
Home2 Suites by Hilton Milwaukee Brookfield
Indoor pool
La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield
3.0 star property
Delafield
8.6 out of 10, Excellent, (1001)
"Wonderful staff free complimentary breakfast free parking pool and gym if interested! Clean facility and rooms were huge ! "
United States
Diane
The price is €69
includes taxes & fees
24 Dec - 25 Dec
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Indoor pool
AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee
2.5 star property
Delafield
8.0 out of 10, Very good, (706)
"Check in went smooth and the worker was nice. The rooms were clean and nice."
United States
Jay
The price is €66
includes taxes & fees
23 Dec - 24 Dec
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
Indoor pool
Holiday Inn Express & Suites New Berlin by IHG

Holiday Inn Express & Suites New Berlin by IHG

Holiday Inn Express & Suites New Berlin by IHG
2.5 star property
New Berlin
9.2 out of 10, Wonderful, (916)
"The room was very clean and the breakfast was wonderful"
United States
Kari
The price is €88
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites New Berlin by IHG
Free daily continental breakfast
Baymont by Wyndham Waterford/Burlington WI

Baymont by Wyndham Waterford/Burlington WI

Baymont by Wyndham Waterford/Burlington WI
2.5 star property
Waterford
7.4 out of 10, Good, (437)
"The room was spacious with a comfortable bed. "
United States
Jill
Baymont by Wyndham Waterford/Burlington WI
Indoor pool
Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI
2.5 star property
Mount Pleasant
8.8 out of 10, Excellent, (1001)
"It was very clean "
United States
Tiffany
The price is €78
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI
Indoor pool
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
3.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (2002)
"Clean hotel and nice staff, would stay again "
Canada
Colin
The price is €101
includes taxes & fees
1 Jan - 2 Jan 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown
3.0 star property
Westown
8.6 out of 10, Excellent, (1007)
"Great stay"
United States
KENT
The price is €93
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Milwaukee Downtown
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.
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Top Waukesha Hotel Reviews

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Very clean everywhere in the hotel. Staff was very friendly. Brunch was excellent. Beautiful, quiet, and comfortable. "
Julie 1-night trip
Posted 13 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

Frequently asked questions

What are some accommodation options with pools in Waukesha?
Tru By Hilton Milwaukee Brookfield: Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel: Hotel, 13-minute walk from Fiserv Forum. Offers buffet, a pool and complimentary wireless Internet access. Saint Kate - The Arts Hotel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Potawatomi Hotel & Casino: Hotel located near Lake Michigan. Offers free self parking, an indoor pool and complimentary wireless Internet access. Drury Plaza Hotel Milwaukee Downtown: Provides buffet, an indoor pool and free self parking.
What is there to see and do in Waukesha?
Make a point to visit attractions such as Frame Park Formal Gardens and Monkey Joe's. Discover sights such as Center Court Sports Complex, Waukesha County Expo Center and Infinity Fields Baseball Park during your stay. 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.