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

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Check availability on Waukesha Hotels with a Pool

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Waukesha hotels with a pool

An indoor swimming pool with a tiled edge, wooden ceiling beams, and a view of the outdoors.
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.
A gym with treadmills, weight machines, and a rack of dumbbells.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".

1. 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.
AED 434
AED 490 total
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites by Hilton Milwaukee Brookfield
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A reception area with three marble reception desks, wooden paneling, and recessed lighting.
A spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.
A modern bar area with a stone wall, wooden flooring, and bar stools.

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.
AED 418
AED 473 total
includes taxes & fees
1 Nov - 2 Nov
Marriott Milwaukee West
A swimming pool with a blue interior, surrounded by lounge chairs and a lifebuoy on the wall.
A bathroom with a white bathtub, a toilet, and a framed black and white photograph on the wall.
A reception area with a reception desk, a mounted television, and two armchairs.
A hotel room with two beds, a desk, a TV, and a view of the outside.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
AED 380
AED 429 total
includes taxes & fees
18 Oct - 19 Oct
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A hotel room with a large bed, a desk with a chair, a small table with a lamp, and a picture on the wall.
A breakfast bar with a sign reading 'Breakfast Corner,' a coffee machine, and various breakfast items.
A hotel room with a sofa, armchair, bed, and a small table.

4. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
AED 275
AED 311 total
includes taxes & fees
22 Oct - 23 Oct
Baymont by Wyndham Waukesha
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.

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.
AED 288
AED 326 total
includes taxes & fees
2 Nov - 3 Nov
Wildwood Lodge
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.
A spacious lobby with a yellow sofa, a gray sofa, and a coffee table with magazines. There are wall-mounted lights, a large window with a view of greenery, and a door leading outside.

6. 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.
AED 291
AED 328 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Waukesha Grand
A large indoor swimming pool with tiled walls and a wooden floor, surrounded by lounge chairs and a small seating area.
A multi-story hotel with a modern design, featuring a prominent 'Courtyard by Marriott' sign, large windows, and a well-lit entrance area.
A modern living room with a fireplace, comfortable seating, and a large window offering a city view.
A modern bar area with wooden beams, a bar counter, and a seating area with green upholstered chairs.

7. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
Brookfield
  • Dive into poolside relaxation at this Milwaukee family hotel with an indoor aquatic haven.
AED 434
AED 490 total
includes taxes & fees
15 Nov - 16 Nov
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
A pool area with a glass table, lounge chairs, and a basketball hoop.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.
A bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.
The entrance to Milwaukee County Zoo with a circular flower bed and a sign above.

8. 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.
AED 349
AED 394 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A reception desk with a "Welcome to the Cheese State" sign, a Hilton Honors sign, and a magazine rack with a red cover.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A modern hotel room with a gray sofa, a small kitchenette, a framed picture on the wall, and a green chair.

9. 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.
AED 372
AED 420 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Milwaukee/Brookfield
A large indoor swimming pool with a tiled floor, surrounded by seating areas and a reception desk.
A hotel room with a desk, two beds, a large window with curtains, and a view of the city.
A multi-story hotel with a prominent "Courtyard by Marriott" sign, large windows, and a well-lit entrance area.
An outdoor seating area with multiple chairs and tables, a central fire pit, and string lights.

10. Courtyard by Marriott Milwaukee Brookfield at Poplar Creek

Courtyard by Marriott Milwaukee Brookfield at Poplar Creek
Brookfield
  • Indoor pool refreshes year-round with fitness center access for a revitalizing stay.
AED 404
AED 457 total
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Milwaukee Brookfield at Poplar Creek
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

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

8/10 Good
"The bathroom walls are not clean."
Julie 1-night trip
Posted 2 hours ago
AmericInn by Wyndham Brookfield
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Excellent Stay! 5 Stars! I had a wonderful experience at Embassy Suites! The hotel was clean, comfortable, and welcoming from the moment I arrived. The staff was friendly, professional, and accommodating, and the customer service was excellent. My room was spacious, well-maintained, and very comfortable. I especially appreciated the peaceful atmosphere and feeling safe throughout my stay. The hotel exceeded my expectations, and I truly enjoyed my time here. It's refreshing to stay somewhere that genuinely values its guests and takes pride in providing a great experience. I would absolutely stay here again and highly recommend Embassy Suites to anyone looking for a comfortable, enjoyable, and relaxing stay. Five stars!"
Jessica 1-night trip
Posted 1 day ago
Embassy Suites by Hilton Milwaukee Brookfield
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"Great location, great room. The Suite had two queen beds, a living area, and two bathrooms - which was great for our needs for the stay. The building is a little older, but everything was in good working order and clean. Worked great for us!"
Michael 3-night trip
Posted 1 day ago
Baymont by Wyndham Waukesha
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Kind staff and gorgeous interiors. Truly a classic hotel."
Angela 1-night trip
Posted 3 days ago
The Pfister Hotel

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?
Make a point to visit attractions like 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 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.