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

Waukesha Hotel with Pool

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Check availability on Waukesha Hotel with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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.
A hotel lobby with seating areas, a bar, and a television screen.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.

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.
HK$927
HK$1,048 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton Milwaukee Brookfield
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
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.
A modern building with a reflective water body in front, surrounded by greenery and a clear sky.

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.
HK$894
HK$1,010 total
includes taxes & fees
8 Nov - 9 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 toilet, a handrail, a towel rack, and a shower area.
A hotel room with a bed, a mounted television, a coat rack, and a door leading to a bathroom.
A hotel room with a flat-screen TV, a desk, a chair, a lamp, and a window with curtains.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
HK$911
HK$1,030 total
includes taxes & fees
2 Nov - 3 Nov
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A breakfast bar with a sign reading 'Breakfast Corner,' a coffee machine, and various breakfast items.
A hotel lobby with a fireplace, seating area, and a reception desk.
A hotel room with a large bed, a desk with a chair, a small table with a lamp, and a picture on the wall.

4. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
HK$604
HK$683 total
includes taxes & fees
13 Nov - 14 Nov
Baymont by Wyndham Waukesha
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 bar area with wooden beams, a bar counter, and a seating area with green upholstered chairs.
A modern living room with a fireplace, comfortable seating, and a large window offering a city view.

5. 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.
HK$927
HK$1,048 total
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
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 modern office space with a long table, chairs, and coffee machines.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.

6. 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.
HK$794
HK$897 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Milwaukee/Brookfield
A pool area with a glass table, lounge chairs, and a basketball hoop.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
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.

7. 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.
HK$746
HK$842 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
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.

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.
HK$616
HK$696 total
includes taxes & fees
18 Nov - 19 Nov
Wildwood Lodge
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
A Best Western hotel with a modern facade, accessible parking, and a covered entrance.
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.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.

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.
HK$621
HK$702 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Waukesha Grand
A large indoor swimming pool with a tiled floor, surrounded by seating areas and a reception desk.
A bar area with a modern design, featuring a large TV, a well-stocked liquor shelf, and comfortable seating.
An outdoor seating area with multiple chairs and tables, a central fire pit, and string lights.
A hotel room with a desk, two beds, a large window with curtains, and a view of the city.

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 centre access for a revitalising stay.
HK$926
HK$1,046 total
includes taxes & fees
6 Nov - 7 Nov
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

Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent
"Great hotel - clean and very comfortable beds and bedding/pillows. Wonderful staff (pet friendly too) — Excellent value!"
Jessie 1-night trip
Posted 7 hours ago
Four Points by Sheraton Milwaukee North Shore
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Very clean room. Parking is in a garage you can leave in for your stay. Wasn’t made aware of any breakfast, but that’s on me for not checking"
Andrew 1-night trip
Posted 9 hours ago
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"The only thing I would recommend, is have a leak machine in the fitness center. Otherwise, it was perfect."
David 3-night trip
Posted 10 hours ago
Sheraton Milwaukee Brookfield Hotel
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent
"Staff was Wonderful!! Great location, Everything was Clean and comfortable. The breakfast was fantastic. Planning on staying again whenever I am in Milwaukee!!!"
Deborah 1-night trip
Posted 14 hours ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Staff was great"
Anthony 2-night trip
Posted 15 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"Very close the The Rave. Staff is very helpful, the transport bus was a pleasant surprise also! Would stay again!"
Monica 1-night trip
Posted 4 days ago
Ramada by Wyndham Milwaukee

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.

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