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

Waukesha Hotels with Swimming Pool

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Check availability on Waukesha Hotels with Swimming Pools

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 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.
RM319
RM361 total
includes taxes & fees
8 Sept - 9 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.
RM478
RM540 total
includes taxes & fees
6 Sept - 7 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.
RM461
RM521 total
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
RM506
RM572 total
includes taxes & fees
30 Aug - 31 Aug
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.
RM324
RM374 total
includes taxes & fees
30 Aug - 31 Aug
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.
RM376
RM425 total
includes taxes & fees
13 Sept - 14 Sept
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.
RM394
RM446 total
includes taxes & fees
6 Sept - 7 Sept
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.
RM368
RM416 total
includes taxes & fees
30 Aug - 31 Aug
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.
RM330
RM373 total
includes taxes & fees
8 Sept - 9 Sept
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.
RM396
RM458 total
includes taxes & fees
5 Sept - 6 Sept
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

8/10 Good
"Great and helpful service, place has a great vibe. I had some minor quibbles with the room (TV issues and some bathroom oddities, walls seemed to be a bit thin) but otherwise I enjoyed my brief stay."
Paul 1-night trip
Posted 1 hour ago
The Iron Horse Hotel
The Pfister Hotel

The Pfister Hotel

8/10 Good
"We had a nice stay but we did find two used robes in the closet of our suite. So someone forgot to remove them from previous guests. Also we were not supplied with any coffee pods or mugs for our coffee maker. Just two water bottles. We called and requested coffee and mugs in the morning, but didn’t receive them before checkout. The front desk staff was not very friendly when we called about the coffee. And some of us were offered champagne at checkout while some of us weren’t. The valet staff was very friendly and attentive so we appreciated that."
Jennifer 1-night trip
Posted 1 hour ago
The Pfister 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 6 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 17 hours ago
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Room was clean 👌"
Mark 3-night trip
Posted 1 day 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

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. 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 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.

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