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

Search Hotels with Pool in Waukesha

  • 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 Pool

Tonight
13 Sep - 14 Sep
Tomorrow
14 Sep - 15 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

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.
฿2,479
฿2,801 total
includes taxes & fees
27 Sept - 28 Sept
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.
฿3,905
฿4,412 total
includes taxes & fees
27 Sept - 28 Sept
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.
฿3,767
฿4,257 total
includes taxes & fees
4 Oct - 5 Oct
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
฿4,729
฿5,344 total
includes taxes & fees
16 Sept - 17 Sept
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

5. 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.
฿2,427
฿2,742 total
includes taxes & fees
7 Oct - 8 Oct
Wildwood Lodge

6. 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.
฿2,588
฿2,989 total
includes taxes & fees
15 Sept - 16 Sept
AmericInn by Wyndham Brookfield

7. 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.
฿3,272
฿3,697 total
includes taxes & fees
15 Oct - 16 Oct
Holiday Inn Pewaukee - Milwaukee West by IHG

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.
฿2,615
฿2,955 total
includes taxes & fees
4 Oct - 5 Oct
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.
฿3,225
฿3,644 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Milwaukee/Brookfield

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
฿3,540
฿4,000 total
includes taxes & fees
17 Sept - 18 Sept
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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"All good"
Jonathan 4-night trip
Posted 2 hours ago
Sheraton Milwaukee Brookfield Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Clean room and wonderful staff breakfast was awesome"
Nakia 2-night trip
Posted 2 hours ago
AmericInn by Wyndham Brookfield
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"This hotel was everything that they said they were. Fabulous artwork all over. The rooms were amazing and very comfortable. Their restaurant on the 2nd floor was so good, I recommend the sushi rolls!!"
Brian 2-night trip
Posted 5 hours ago
Saint Kate - The Arts Hotel
Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"Great experience!"
Jennifer 5-night trip
Posted 9 hours ago
Hilton Milwaukee

Frequently asked questions

What are some accommodation options 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. Cobblestone Hotel & Suites - Waukesha/West Milwaukee: Provides a snack bar/deli, an indoor pool and daily. Tru By Hilton Milwaukee Brookfield: Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel: Features daily, an indoor pool and free self parking.
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 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 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.

Explore a world of travel with Expedia