A calm lake with sunlight reflecting off the water, surrounded by trees and rocks.

Find Hotels with a Pool in Waukesha, WI

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Check availability on Waukesha Hotels with a Pool

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Waukesha hotels with a pool

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
₩108,731
₩122,866 total
includes taxes & fees
Sep 1 - Sep 2
Baymont by Wyndham Waukesha

2. Marriott Milwaukee West

Marriott Milwaukee West
Waukesha
  • Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.
₩150,916
₩170,535 total
includes taxes & fees
Sep 3 - Sep 4
Marriott Milwaukee West

3. Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
Waukesha
  • Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
₩156,875
₩177,269 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
₩147,406
₩166,570 total
includes taxes & fees
Sep 1 - Sep 2
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

5. AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
Brookfield
  • Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
₩110,245
₩127,332 total
includes taxes & fees
Sep 9 - Sep 10
AmericInn by Wyndham Brookfield

6. Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG
Pewaukee
  • Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.
₩128,428
₩145,123 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Pewaukee - Milwaukee West by IHG

7. Wildwood Lodge

Wildwood Lodge
Pewaukee
  • Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
₩125,722
₩142,066 total
includes taxes & fees
Aug 30 - Aug 31
Wildwood Lodge

8. Best Western Waukesha Grand

Best Western Waukesha Grand
Pewaukee
  • Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
₩112,461
₩127,081 total
includes taxes & fees
Sep 3 - Sep 4
Best Western Waukesha Grand

9. Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
Brookfield
  • Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
₩134,753
₩152,271 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Milwaukee/Brookfield

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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Brookfield
  • Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.
₩133,367
₩154,039 total
includes taxes & fees
Sep 5 - Sep 6
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
View all properties

Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Hot tub
4 stars
Water park
Spa

Top Waukesha Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"Could use some updates and refreshing, but overall was good."
Bethani 3-night trip
Posted 1 hour ago
The Iron Horse Hotel
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

8/10 Good
"Room was clean and affordable. Amenities were being renovated and staff was very friendly."
Greg 2-night trip
Posted 6 hours ago
Crowne Plaza Milwaukee Airport by IHG
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

8/10 Good
"Excellent hotel location. Very friendly staff. Nice and neat. Great happy hour and incredible set up for breakfast."
chris 1-night trip
Posted 7 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Clean rooms great staff"
Jason 1-night trip
Posted 8 hours ago
Sheraton Milwaukee Brookfield Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Thank you"
Marco 1-night trip
Posted 9 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"It was a clean n quiet hotel n okay priced. Breakfast was good."
Jill 2-night trip
Posted 9 hours ago
Baymont by Wyndham Waukesha

Frequently asked questions

What are some accommodations with pools in Waukesha?
Baymont by Wyndham Waukesha: Features daily, a pool, and free self parking. Marriott Milwaukee West: Offers a snack bar/deli, an indoor pool, and free self parking. AmericInn by Wyndham Brookfield: Provides daily, an indoor pool, and free self parking. The Pfister Hotel: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool, and a full-service spa. Sheraton Milwaukee Brookfield Hotel: Offers a seasonal outdoor pool, an indoor pool, and free self parking.
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 Fox River Park. 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.

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