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

Hotels with Swimming Pool in Waukesha, Milwaukee

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Check availability on Waukesha Hotels with Swimming Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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.
P4,686
P5,295 total
includes taxes & fees
Sep 29 - Sep 30
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.
P7,381
P8,341 total
includes taxes & fees
Oct 4 - Oct 5
Marriott Milwaukee West

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
P8,940
P10,103 total
includes taxes & fees
Sep 29 - Sep 30
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

4. 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.
P8,145
P9,204 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites by Hilton Milwaukee Brookfield

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.
P5,210
P5,887 total
includes taxes & fees
Oct 4 - Oct 5
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.
P6,435
P7,271 total
includes taxes & fees
Oct 29 - Oct 30
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.
P5,004
P5,780 total
includes taxes & fees
Sep 29 - Sep 30
AmericInn by Wyndham Brookfield

8. 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.
P6,609
P7,468 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Milwaukee/Brookfield

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.
P4,943
P5,586 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Waukesha Grand

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
P6,691
P7,561 total
includes taxes & fees
Oct 1 - Oct 2
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We were there for parent weekend. The hotel is located in a great location and has a great atmosphere"
Carolyn 2-night trip
Posted 8 hours ago
Saint Kate - The Arts Hotel
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"The entire hotel staff from valet staff to front desk to restaurant staff were all incredibly helpful and genuinely friendly. We enjoyed our stay very much."
Linda 1-night trip
Posted 11 hours ago
The Iron Horse Hotel
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent
"Very nice clean room! It smelled amazing, no suspicious looking stains on the carpeting. It look well maintained. The staff at the front desk were super friendly and when there were screaming children running around at 10 o'clock at night the were nice enough to put a stop to It when we reported the concern. 10/10 recommend I'll probably try booking here again! 😊"
Alexis 1-night trip
Posted 12 hours ago
Four Points by Sheraton Milwaukee North Shore
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

10/10 Excellent
"Everything was clean the staff was so nice hot tub was the most relaxing thing and the pool was really nice"
Pedro 1-night trip
Posted 14 hours ago
Sybaris Pool Suites Mequon
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Everything about The Pfister is 5 stars. I would give it 10 stars if I could. The staff is amazing, the food is tasty & fresh, the hotel ambiance is perfection. This is a must-experience stay!"
Sherianne 1-night trip
Posted 14 hours ago
The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"N/A"
Troy 3-night trip
Posted 14 hours ago
Hyatt Regency Milwaukee

Frequently asked questions

What are some accommodations with pools in Waukesha?
Baymont by Wyndham Waukesha: Features daily, a pool, and free self parking. Tru By Hilton Milwaukee Brookfield: Provides a snack bar/deli, an indoor pool, and free self parking. Marriott Milwaukee West: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool, and a full-service spa. The Pfister Hotel: Features daily, an indoor pool, and free self parking. Hyatt Regency Milwaukee: Hotel, 9-minute walk from Baird Center. Offers buffet, a pool, and complimentary wireless internet access.
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 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 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.

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