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

Waukesha Hotel Guide - Hotels with Pool in Waukesha, Milwaukee

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Check availability on Waukesha Hotels with Pool

Tonight
19 Sept - 20 Sept
Tomorrow
20 Sept - 21 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

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.
€74
includes taxes & fees
2 Oct - 3 Oct
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.
€116
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.
€112
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
€141
includes taxes & fees
20 Sept - 21 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.
€72
includes taxes & fees
13 Oct - 14 Oct
Wildwood Lodge

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.
€99
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Pewaukee - Milwaukee West by IHG

7. 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.
€79
includes taxes & fees
21 Sept - 22 Sept
AmericInn by Wyndham Brookfield

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.
€80
includes taxes & fees
22 Sept - 23 Sept
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.
€96
includes taxes & fees
4 Oct - 5 Oct
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.
€99
includes taxes & fees
2 Oct - 3 Oct
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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Room was very clean. All staff were very friendly and helpful. Bar was nice. Convenient parking garage attached to the hotel."
Keli 1-night trip
Posted less than an hour ago
Hyatt Regency Milwaukee
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Amazing food in the outdoor bar area we had lunch and dinner there and both meals were excellent also wait staff were great and super attentive we highly recommend eating there."
Katherine 1-night trip
Posted less than an hour ago
The Iron Horse Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Everything was Great!! Had a good time"
Becky 3-night trip
Posted 2 hours ago
AmericInn by Wyndham Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"Everything was great. Loved the pool."
JAMES 1-night trip
Posted 8 hours ago
Sheraton Milwaukee Brookfield Hotel

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. Tru By Hilton Milwaukee Brookfield: Features a snack bar/deli, an indoor pool and daily. Cobblestone Hotel & Suites - Waukesha/West Milwaukee: 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 Minooka 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.