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

Hotels with Swimming Pools in Waukesha

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Check availability on Waukesha Hotels with Swimming Pools

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
S$113
includes taxes & fees
30 Aug - 31 Aug
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.
S$179
includes taxes & fees
8 Sept - 9 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.
S$164
includes taxes & fees
6 Sept - 7 Sept
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
S$171
includes taxes & fees
3 Sept - 4 Sept
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.
S$117
includes taxes & fees
1 Sept - 2 Sept
AmericInn by Wyndham Brookfield

6. 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.
S$140
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Milwaukee/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.
S$134
includes taxes & fees
13 Sept - 14 Sept
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.
S$117
includes taxes & fees
1 Sept - 2 Sept
Best Western Waukesha Grand

9. 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.
S$131
includes taxes & fees
30 Aug - 31 Aug
Wildwood Lodge

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
S$154
includes taxes & fees
30 Aug - 31 Aug
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

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 2 hours ago
Hyatt Regency Milwaukee
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Very impressed with property every detail was accounted for, great stay"
Robert 2-night trip
Posted 7 hours ago
AmericInn by Wyndham Brookfield
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 7 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 10 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 14 hours 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 14 hours ago
The Pfister Hotel
The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"Great overnight stay at the Iron Horse Hotel! We loved the vibe and atmosphere. The outside dining and entertainment space was excellent! Food was delicious. The rooms were very clean and we enjoyed the industrial touches to the decor. The gym area could use some additional machines. Check in and out was a little confusing and the valet didn’t include the proper charges, so now we need to follow up with the hotel. Kind of annoying. Otherwise, we’re definitely coming back!"
Brian 1-night trip
Posted 2 days ago
The Iron Horse 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. AmericInn by Wyndham Brookfield: Offers daily, an indoor pool and free self parking. The Pfister Hotel: Hotel, 14-minute walk from Lake Michigan. Provides 2 restaurants, an indoor pool and a full-service spa. Potawatomi Hotel & Casino: Offers a seasonal outdoor pool, an indoor pool and free self parking. Sheraton Milwaukee Brookfield Hotel: Hotel, 9-minute walk from Baird Center. Provides buffet, a pool and complimentary wireless Internet access.
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 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 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.

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