Find Hotels with a Pool in Waukesha, WI

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Check availability on Waukesha Hotels with a Pool

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Waukesha Hotels with a Pool

Bar (on property)
Marriott Milwaukee West

Marriott Milwaukee West

3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1001)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is SAR 357
SAR 404 total
includes taxes & fees
21 Dec - 22 Dec
Marriott Milwaukee West
Pool
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

2.5 star property
Waukesha
7.0 out of 10, Good, (1000)
"Its ok, cheap price, breakfasts clean the only thing is they not clean the snow is hard to get in or out that all but ok"
United States
Nestor E
The price is SAR 233
SAR 263 total
includes taxes & fees
2 Jan - 3 January 2026
Baymont by Wyndham Waukesha
Indoor pool
Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield

3.0 star property
Waukesha
8.8 out of 10, Excellent, (554)
"Rose at the front desk was very helpful and so sweet! The rooms were clean and the rest of the staff was nice as well! "
United States
Jenna
The price is SAR 327
SAR 370 total
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites by Hilton Milwaukee Brookfield
Indoor pool
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3.0 star property
Glendale
7.8 out of 10, Good, (1015)
"Clean rooms, very accommodating to our needs/wants. Was a very pleasant stay! "
United States
Nancy
The price is SAR 240
SAR 278 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Milwaukee Riverfront by IHG
Indoor pool
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

3.0 star property
Brookfield
9.4 out of 10, Exceptional, (116)
"Everything about this Marriott works and is excellent."
United States
Kelly
The price is SAR 443
SAR 501 total
includes taxes & fees
7 Dec - 8 Dec
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
Indoor pool
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (2023)
" Loved our stay!!"
United States
Morgan
The price is SAR 375
SAR 442 total
includes taxes & fees
1 Jan - 2 January 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3.0 star property
Westown
8.6 out of 10, Excellent, (1015)
"Great location and amenities for the price. "
United States
Nichole
The price is SAR 348
SAR 410 total
includes taxes & fees
14 Dec - 15 Dec
Aloft Milwaukee Downtown
Indoor pool, open 6 AM to 11:00 PM, sun loungers
Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

2.5 star property
Delafield
9.4 out of 10, Exceptional, (599)
"Will stay again"
United States
leda
The price is SAR 357
SAR 404 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Delafield by IHG
Indoor pool, open 6:00 AM to 10 PM, sun loungers
The Pfister Hotel

The Pfister Hotel

4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1783)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
The price is SAR 444
SAR 523 total
includes taxes & fees
24 Dec - 25 Dec
The Pfister Hotel
Indoor pool
La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

3.0 star property
Delafield
8.6 out of 10, Excellent, (1005)
"The people were nice and helpful."
United States
Marilyn
The price is SAR 287
SAR 324 total
includes taxes & fees
7 Dec - 8 Dec
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Waukesha Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Love the hotel and staff. But $50 to feed to people is a but much. Thats is $150 a day. On top of paying for parking everyday."
Jennifer 1-night trip
Posted 2 days ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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Frequently asked questions

What are some accommodations with pools in Waukesha?
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: Hotel, 13-minute walk from Fiserv Forum. Offers buffet, a pool, and complimentary wireless internet access. Hilton Milwaukee: Features 2 restaurants, an indoor pool, and buffet. Hyatt Regency Milwaukee: Offers free self parking, an indoor pool, and complimentary wireless internet access. Drury Plaza Hotel Milwaukee Downtown: Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Waukesha?
Make a point to visit attractions like Frame Park Formal Gardens and Monkey Joe's. Discover sights such as Center Court Sports Complex, Waukesha County Expo Center, and Fox River Park during your stay. 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.