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

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Check availability on Waukesha Hotels with Pool

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
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.
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.
A hotel lobby with seating areas, a bar, and a television screen.
A gym with treadmills, weight machines, and a rack of dumbbells.

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.
Rp2.129.890
Rp2.406.776 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 spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.
A reception area with three marble reception desks, wooden paneling, and recessed lighting.
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.
Rp2.053.275
Rp2.320.200 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 hotel room with a flat-screen TV, a desk, a chair, a lamp, and a window with curtains.
A restaurant interior with a stone wall, wooden panel wall, and yellow chairs around a table with glasses and cutlery.
A bathroom with a toilet, a handrail, a towel rack, and a shower area.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
Rp2.092.935
Rp2.365.142 total
includes taxes & fees
1 Nov - 2 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.
Rp1.352.025
Rp1.527.788 total
includes taxes & fees
22 Oct - 23 Oct
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 modern living room with a fireplace, comfortable seating, and a large window offering a city view.
A multi-story hotel with a modern design, featuring a prominent 'Courtyard by Marriott' sign, large windows, and a well-lit entrance area.
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.
Rp2.129.890
Rp2.406.775 total
includes taxes & fees
15 Nov - 16 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.
Rp1.823.431
Rp2.060.476 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Milwaukee/Brookfield
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 dining table with a plate of food, a glass of red wine, and a glass of beer.
A courtyard with a wooden staircase, a bench, and a garden area.

7. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
Rp1.930.692
Rp2.181.683 total
includes taxes & fees
19 Oct - 20 Oct
The Ingleside Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
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.
Rp1.414.760
Rp1.598.679 total
includes taxes & fees
2 Nov - 3 Nov
Wildwood Lodge
A pool area with a glass table, lounge chairs, and a basketball hoop.
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.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.

9. 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.
Rp1.784.673
Rp2.016.681 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
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 centre access for a revitalising stay.
Rp2.127.186
Rp2.403.720 total
includes taxes & fees
1 Nov - 2 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

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"The Pfister is a such extraordinary place to stay. You can’t go wrong choosing this hotel for your weekend getaway. The staff are wonderful and friendly. They were very accommodating. Check in went smooth with a complimentary glass of champagne. The lobby is such a fun cozy place to enjoy a drink at the bar and sit down by the warm fire. So much history in this hotel. The Pfister is always our first pick choice when staying in Milwaukee. Thank you for the unforgettable stay."
Jacob 2-night trip
Posted less than an hour ago
The Pfister Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"The room and property was clean. For the price it’s was a good deal."
Alex 1-night trip
Posted less than an hour ago
AmericInn by Wyndham Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"excellenct staff"
Haoran 1-night trip
Posted 2 hours ago
Sheraton Milwaukee Brookfield Hotel
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Beautiful hotel with easily accessible parking garage next door for $26 a day (or valet). The restaurant at the hotel was also great - steak sando was perfect! Very comfortable beds and clean rooms."
Laura 1-night trip
Posted 4 days ago
The Iron Horse 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.

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