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

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Waukesha hotels with a pool

A pool area with clear water, marked depth lines, and no diving signs.

1. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
2.0 star property
Waukesha
9.0 out of 10, Wonderful, (91 reviews)
"Great staff, clean hotel & rooms"
United States
David
The price is €117
includes taxes & fees
18 Nov - 19 Nov
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
A bar area with a counter, bar stools, and hanging pendant lights.

2. The Clarke Hotel

The Clarke Hotel
3.0 star property
Waukesha
8.8 out of 10, Excellent, (897 reviews)
"What a wonderful hotel with so much character!"
United States
Sandy
The price is €107
includes taxes & fees
13 Nov - 14 Nov
The Clarke Hotel
A modern hotel with a prominent 'tru' logo, multiple floors, and a well-lit entrance.

3. Tru By Hilton Milwaukee Brookfield

Tru By Hilton Milwaukee Brookfield
2.5 star property
Waukesha
9.0 out of 10, Wonderful, (891 reviews)
"We liked everything about it. It was very clean, and the staff was terrific. The value for the rate was excellent."
United States
Brad
The price is €90
includes taxes & fees
3 Dec - 4 Dec
Tru By Hilton Milwaukee Brookfield
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.

4. Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1,004 reviews)
"Hands down amazing bar service and the food is amazing coming from a foodie. Thank you for the hospitality on my birthday."
United States
Kimberly
The price is €111
includes taxes & fees
22 Nov - 23 Nov
Marriott Milwaukee West
An indoor swimming pool with a tiled edge, wooden ceiling beams, and a view of the outdoors.

5. Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
3.0 star property
Waukesha
8.8 out of 10, Excellent, (643 reviews)
"Good Hotel. Would stay again."
United States
Andrew
The price is €104
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Milwaukee Brookfield
A lobby with a stone fireplace, blue seating, a reception desk, and a view of the dining area.

6. Comfort Inn Waukesha

Comfort Inn Waukesha
2.5 star property
Waukesha
8.4 out of 10, Very good, (1,001 reviews)
"Older establishment, clean rooms, pleasant staff."
United States
Darlene
The price is €84
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn Waukesha
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

7. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
2.5 star property
Waukesha
7.0 out of 10, Good, (1,001 reviews)
"Price was good, room was clean and staff was very helpful."
United States
Perry
The price is €77
includes taxes & fees
27 Nov - 28 Nov
Baymont by Wyndham Waukesha
A hotel room with a large bed, a headboard, a painting of guitars, a wall-mounted mirror, and a nightstand with a lamp.

8. Price Pointe Inn

Price Pointe Inn
2.5 star property
Waukesha
8.0 out of 10, Very good, (188 reviews)
"Very helpful friendly staff!"
United States
Russell
The price is €81
includes taxes & fees
5 Dec - 6 Dec
Price Pointe Inn
Room

9. Extended Stay America Select Suites - Milwaukee - Waukesha

Extended Stay America Select Suites - Milwaukee - Waukesha
2.5 star property
Waukesha
7.4 out of 10, Good, (911 reviews)
"It’s an ok value solution for that off freeway Waukesha location . Just understand you are directly off the freeway and many of your fellow guests will reflect lower Socio/ economic realities . It’s fine just that if traveling with children or elderly guests I’d recommend selecting another facility in the area ."
United States
Kent
The price is €88
includes taxes & fees
22 Nov - 23 Nov
Extended Stay America Select Suites - Milwaukee - Waukesha
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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Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Hot tub

Top Waukesha Hotel Reviews

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Love everything about St. Kate. The welcome champagne and the rooms are so comfortable. Will stay here every time."
Susan 1-night trip
Posted less than an hour ago
Saint Kate - The Arts 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. 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?
Make a point to visit attractions such as Frame Park Formal Gardens and Monkey Joe's. Discover sights such as Waukesha County Expo Center, Center Court Sports Complex and Minooka 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 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.