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

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Check availability on Waukesha Hotels with Pool

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

AmericInn by Wyndham Brookfield
3.0 star property
Brookfield
8.0 out of 10, Very good, (1,424 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 Rp1.596.761
Rp1.844.259 total
includes taxes & fees
26 Jul - 27 Jul
AmericInn by Wyndham Brookfield
Indoor pool

Best Western Waukesha Grand

Best Western Waukesha Grand
2.5 star property
Pewaukee
7.8 out of 10, Good, (1,006 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
The price is Rp1.464.325
Rp1.654.688 total
includes taxes & fees
11 Aug - 12 Aug
Best Western Waukesha Grand
Indoor pool

Wildwood Lodge

Wildwood Lodge
2.5 star property
Pewaukee
8.8 out of 10, Excellent, (1,040 reviews)
  • cleanliness
    Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
The price is Rp1.849.447
Rp2.089.875 total
includes taxes & fees
4 Aug - 5 Aug
Wildwood Lodge
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 Rp1.415.759
Rp1.599.808 total
includes taxes & fees
29 Jul - 30 Jul
Baymont by Wyndham Waukesha
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 hot tub oasis where relaxation flows after a day of business or skiing adventures.
The price is Rp2.311.809
Rp2.612.344 total
includes taxes & fees
26 Jul - 27 Jul
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, (606 reviews)
  • cleanliness
    Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
The price is Rp2.117.366
Rp2.392.624 total
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 Rp2.564.495
Rp2.897.879 total
includes taxes & fees
21 Jul - 22 Jul
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 hot tub, where leisure is available all year long.
The price is Rp1.689.233
Rp1.908.833 total
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 Rp2.129.552
Rp2.406.393 total
includes taxes & fees
19 Aug - 20 Aug
Hampton Inn Milwaukee/Brookfield
Indoor pool

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
2.5 star property
Brookfield
9.4 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Take a dip in the clean, temperature-perfect indoor pool at this family-friendly hotel, where aquatic fun continues rain or shine.
The price is Rp1.973.640
Rp2.279.554 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
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
Hot tub

Top Waukesha Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good
"Great location and wonderful shuttle service!"
Michael 1-night trip
Posted 7 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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.