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

Hotels with Swimming Pool in Waukesha, Milwaukee

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Check availability on Waukesha Hotels with Swimming Pool

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

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.
P4,834
P5,463 total
includes taxes & fees
Sep 12 - Sep 13
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.
P7,248
P8,190 total
includes taxes & fees
Sep 10 - Sep 11
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.
P7,381
P8,340 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
P7,674
P8,672 total
includes taxes & fees
Aug 30 - Aug 31
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.
P4,903
P5,663 total
includes taxes & fees
Aug 17 - Aug 18
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.
P5,337
P6,031 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Pewaukee - Milwaukee West by IHG

7. 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.
P4,685
P5,294 total
includes taxes & fees
Aug 16 - Aug 17
Best Western Waukesha Grand

8. 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.
P5,840
P6,599 total
includes taxes & fees
Sep 14 - Sep 15
Wildwood Lodge

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.
P6,373
P7,202 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Milwaukee/Brookfield

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
P6,555
P7,408 total
includes taxes & fees
Aug 16 - Aug 17
The Ingleside Hotel
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Good experience overall !"
Rachel 3-night trip
Posted 7 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Room was immaculate. Bathroom was clean and elegant"
Robert 2-night trip
Posted 10 hours ago
The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"Its crazy that you have to pay for a breakfast that's free at most other hotels. For the cost of this place we could've stayed at the Holiday Inn and had a free breakfast identical, if not better, than the breakfast that was served here and cost money. Other than that it was an excellent stay, beautiful room, helpful staff."
Michael 1-night trip
Posted 11 hours ago
Sheraton Milwaukee Brookfield Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"A bit tired but generally nice"
Remy 2-night trip
Posted 12 hours ago
Hyatt Regency Milwaukee
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"We have stayed here twice in the past two years when visiting family in the area. It’s always reasonably priced for the area and gets the job done for a place to sleep. It’s not fancy but it works!"
Karen 2-night trip
Posted 1 day ago
Baymont by Wyndham Waukesha

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. Potawatomi Hotel & Casino: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool, and a full-service spa. The Pfister Hotel: Offers a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel: Provides daily, 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 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.

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