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

Find Hotels with a Pool in Waukesha, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Waukesha Hotels with a Pool

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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, (1,014 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
The price is ￥13,378
￥15,118 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Waukesha Grand
Indoor pool

Wildwood Lodge

Wildwood Lodge
2.5 star property
Pewaukee
8.8 out of 10, Excellent, (1,055 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 ￥16,157
￥18,258 total
includes taxes & fees
Aug 11 - Aug 12
Wildwood Lodge
Indoor pool

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
2.5 star property
Waukesha
7.0 out of 10, Good, (1,006 reviews)
  • cleanliness
    Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
The price is ￥12,771
￥14,431 total
includes taxes & fees
Jul 29 - Jul 30
Baymont by Wyndham Waukesha
Indoor pool

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
2.0 star property
Waukesha
8.2 out of 10, Very Good, (30 reviews)
The price is ￥23,196
￥26,212 total
includes taxes & fees
Aug 9 - Aug 10
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Lounge

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1,004 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 ￥19,345
￥21,860 total
includes taxes & fees
Aug 9 - Aug 10
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, (608 reviews)
  • cleanliness
    Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
The price is ￥21,167
￥23,919 total
includes taxes & fees
Aug 16 - Aug 17
Home2 Suites by Hilton Milwaukee Brookfield
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
3.0 star property
Brookfield
8.0 out of 10, Very Good, (1,445 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 ￥13,115
￥15,149 total
includes taxes & fees
Aug 2 - Aug 3
AmericInn by Wyndham 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, (1,015 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 ￥20,018
￥23,121 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
3.0 star property
Brookfield
8.8 out of 10, Excellent, (1,435 reviews)
  • cleanliness
    Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.
The price is ￥17,801
￥20,560 total
includes taxes & fees
Aug 17 - Aug 18
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Indoor pool

Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
2.5 star property
Brookfield
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
The price is ￥20,938
￥23,659 total
includes taxes & fees
Jul 31 - Aug 1
Hampton Inn Milwaukee/Brookfield
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.
View all properties

Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Hot tub

Top Waukesha Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Great hotel. Nice people and very clean rooms. Would definitely stay there again."
Constansa 3-night trip
Posted 8 hours ago
Sheraton Milwaukee Brookfield Hotel

Frequently asked questions

What are some accommodations with pools in Waukesha?
Marriott Milwaukee West: Features a snack bar/deli, an indoor pool, and free self parking. Cobblestone Hotel & Suites - Waukesha/West Milwaukee: Offers a snack bar/deli, an indoor pool, and daily. 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: Provides free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Waukesha?
Explore places like 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 into account the local weather in Waukesha can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Waukesha are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.