Search Hotels with Pool in Waukesha

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Check availability on Waukesha Hotels with Pool

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, (1000)
"Friendly staff, clean room, warm shower, good breakfast"
United States
Heidi
The price is ฿1,931
฿2,182 total
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 ฿2,997
฿3,387 total
includes taxes & fees
21 Dec - 22 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, (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
Jenna
The price is ฿2,814
฿3,179 total
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites by Hilton Milwaukee Brookfield
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, (705)
"Had great stay. Would stay again if in the area."
United States
Craig
The price is ฿2,493
฿2,817 total
includes taxes & fees
17 Dec - 18 Dec
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
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, (1002)
"Wonderful staff free complimentary breakfast free parking pool and gym if interested! Clean facility and rooms were huge ! "
United States
Diane
The price is ฿2,408
฿2,721 total
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
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, (914)
"The room was very clean and the breakfast was wonderful"
United States
Kari
The price is ฿2,865
฿3,237 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites New Berlin by IHG
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, (2003)
"Clean hotel and nice staff, would stay again "
Canada
Colin
The price is ฿3,148
฿3,711 total
includes taxes & fees
3 Jan - 4 Jan 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
2.0 star property
Mount Pleasant
8.2 out of 10, Very good, (448)
"Parking was easy, room was clean and comfortable, and the staff was helpful and friendly. Would stay again "
United States
Chris
The price is ฿1,955
฿2,219 total
includes taxes & fees
28 Dec - 29 Dec
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown
3.0 star property
Westown
8.6 out of 10, Excellent, (1007)
"Staff were very friendly and helpful"
United States
Mia
The price is ฿2,917
฿3,439 total
includes taxes & fees
21 Dec - 22 Dec
Aloft Milwaukee Downtown
Indoor pool
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport
3.0 star property
New Coeln
9.2 out of 10, Wonderful, (1003)
"Nice place"
United States
Todd
The price is ฿2,666
฿3,144 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Milwaukee Airport
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

Frequently asked questions

What are some accommodation options with pools in Waukesha?
Tru By Hilton Milwaukee Brookfield: Hotel, 14-minute walk from Lake Michigan. Provides 2 restaurants, an indoor pool and a full-service spa. Comfort Inn: Hotel, 13-minute walk from Fiserv Forum. Offers buffet, a pool and complimentary wireless Internet access. The Pfister Hotel: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Saint Kate - The Arts Hotel: Hotel located near Lake Michigan. Features free self parking, an indoor pool and complimentary wireless Internet access. Drury Plaza Hotel Milwaukee Downtown: Offers 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.