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

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

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
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.
NT$2,517
NT$2,844 total
includes taxes & fees
Sep 8 - Sep 9
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.
NT$3,766
NT$4,255 total
includes taxes & fees
Sep 6 - Sep 7
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.
NT$3,633
NT$4,105 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
NT$3,987
NT$4,506 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.
NT$2,553
NT$2,949 total
includes taxes & fees
Aug 30 - Aug 31
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.
NT$2,965
NT$3,350 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Pewaukee - Milwaukee West by IHG

7. 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.
NT$3,110
NT$3,514 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Milwaukee/Brookfield

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.
NT$2,902
NT$3,279 total
includes taxes & fees
Aug 30 - Aug 31
Wildwood Lodge

9. 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.
NT$2,604
NT$2,943 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Waukesha Grand

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.
NT$3,126
NT$3,610 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

10/10 Excellent
"great hotel"
Adan 2-night trip
Posted less than an hour ago
The Iron Horse Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

8/10 Good
"Faucet airator was plugged in bathroom sink as water barely came out. Walls needed painting and back security door would not latch shut."
Velma 2-night trip
Posted 4 hours ago
AmericInn by Wyndham Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"everyone was so kind, the man at the front was very nice and very helpful"
Angie 1-night trip
Posted 15 hours ago
Hyatt Regency Milwaukee
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent
"I was there for a quick overnight. The staff was very polite and friendly. The rooms were clean and the bed and pillows comfortable."
Cheryl 1-night trip
Posted 20 hours ago
AmericInn by Wyndham Glendale/Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Room was clean 👌"
Mark 3-night trip
Posted 22 hours ago
Sheraton Milwaukee Brookfield Hotel
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"The room was well taken care of. I will book again."
Janice 2-night trip
Posted 1 day ago
Baymont by Wyndham Waukesha
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Everything about the hotel was excellent"
Rick 1-night trip
Posted 1 day ago
The Pfister Hotel

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.

Explore a world of travel with Expedia