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

Find Hotels with a Pool in Waukesha, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Waukesha Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
A gym with treadmills, weight machines, and a rack of dumbbells.
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.
₩158,352
₩178,937 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Milwaukee Brookfield
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A modern bar area with a stone wall, wooden flooring, and bar stools.
A spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.
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.
₩152,034
₩171,798 total
includes taxes & fees
Oct 18 - Oct 19
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 vending machine with multiple beverage options including sodas, juices, and energy drinks.
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
₩154,970
₩175,117 total
includes taxes & fees
Oct 18 - Oct 19
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 room with a sofa, armchair, bed, and a small table.
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.
₩100,110
₩113,124 total
includes taxes & fees
Oct 18 - Oct 19
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 rooftop terrace with outdoor seating, a fire pit, and string lights.

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.
₩157,707
₩178,208 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A modern hotel room with a gray sofa, a small kitchenette, a framed picture on the wall, and a green chair.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A modern office space with a long table, chairs, and coffee machines.

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.
₩135,015
₩152,568 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Milwaukee/Brookfield
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 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.

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.
₩137,484
₩155,357 total
includes taxes & fees
Nov 12 - Nov 13
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 modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.

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.
₩104,755
₩118,373 total
includes taxes & fees
Nov 2 - Nov 3
Wildwood Lodge
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A dining table with a plate of food, a glass of red wine, and a glass of beer.

9. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
₩142,957
₩161,541 total
includes taxes & fees
Oct 18 - Oct 19
The Ingleside Hotel
A large indoor swimming pool with a tiled floor, surrounded by seating areas and a reception desk.
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.
A bar area with a modern design, featuring a large TV, a well-stocked liquor shelf, and comfortable seating.

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.
₩146,828
₩165,916 total
includes taxes & fees
Oct 16 - Oct 17
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

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Kind staff and gorgeous interiors. Truly a classic hotel."
Angela 1-night trip
Posted 14 hours ago
The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"The bathrooms need updating. Rooms were clean but also need updating. We had broken closet doors. It was quiet and staff were friendly!"
Andrew 1-night trip
Posted 21 hours ago
Sheraton Milwaukee Brookfield Hotel
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

8/10 Good
"Everything ok just the night I checked in man on. Desk was quite rude didn't tell me anything kept going out the back was on his phone and told me I needed 100 dollars deposit never happened !! Was not helpful at all Gentleman next day was helpful all ok in end ,"
Jill 7-night trip
Posted 2 days ago
Baymont by Wyndham Waukesha

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.

Explore a world of travel with Expedia