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

Hotels with Pool & Resorts in Waukesha from AU$128

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Check availability on Waukesha Hotels with Pool

Our top choices for Waukesha hotels with a pool

Indoor pool

Best Western Waukesha Grand

Best Western Waukesha Grand
2.5 star property
Pewaukee
7.8 out of 10, Good, (1,007 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating spa pool for post-adventure relaxation.
The price is AU$132
includes taxes & fees
9 Aug - 10 Aug
Best Western Waukesha Grand
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
3.0 star property
Brookfield
8.0 out of 10, Very good, (1,426 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
The price is AU$147
includes taxes & fees
26 July - 27 July
AmericInn by Wyndham Brookfield
Indoor pool

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
2.5 star property
Waukesha
7.0 out of 10, Good, (1,008 reviews)
  • cleanliness
    Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
The price is AU$128
includes taxes & fees
29 July - 30 July
Baymont by Wyndham Waukesha
Indoor pool

Wildwood Lodge

Wildwood Lodge
2.5 star property
Pewaukee
8.8 out of 10, Excellent, (1,042 reviews)
  • cleanliness
    Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating spa pool for year-round aquatic enjoyment.
The price is AU$167
includes taxes & fees
4 Aug - 5 Aug
Wildwood Lodge
Lounge

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into Milwaukee's indoor pool and spa pool oasis where relaxation flows after a day of business or skiing adventures.
The price is AU$205
includes taxes & fees
2 Aug - 3 Aug
Marriott Milwaukee West
Indoor pool

Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
3.0 star property
Waukesha
8.8 out of 10, Excellent, (607 reviews)
  • cleanliness
    Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
The price is AU$191
includes taxes & fees
16 Aug - 17 Aug
Home2 Suites by Hilton Milwaukee Brookfield
Indoor pool

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
2.0 star property
Waukesha
8.4 out of 10, Very good, (27 reviews)
The price is AU$206
includes taxes & fees
23 July - 24 July
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Indoor pool

Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG
3.0 star property
Pewaukee
9.0 out of 10, Wonderful, (511 reviews)
  • cleanliness
    Splash into pure relaxation at the indoor pool and spa pool, where leisure is available all year long.
The price is AU$153
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Pewaukee - Milwaukee West by IHG
Indoor pool

Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
2.5 star property
Brookfield
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
The price is AU$184
includes taxes & fees
26 July - 27 July
Hampton Inn Milwaukee/Brookfield
Lobby

The Ingleside Hotel

The Ingleside Hotel
4.0 star property
Pewaukee
8.6 out of 10, Excellent, (879 reviews)
  • cleanliness
    Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
The price is AU$173
includes taxes & fees
23 July - 24 July
The Ingleside Hotel
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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Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Spa pool

Top Waukesha Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"Had several issues. They couldn’t find my reservation. Took awhile to straighten out. Was suppose to have free valet parking. I was charged, had to call. Don’t know yet if I was refunded. Very little wait staff but food was good. Room nice and big and clean."
Joseph 1-night trip
Posted 1 hour ago
The Iron Horse Hotel

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. Offers 2 restaurants, an indoor pool and a full-service spa. Potawatomi Hotel & Casino: Features a seasonal outdoor pool, an indoor pool and free self parking. The Pfister Hotel: 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.