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

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Check availability on Waukesha Hotels with Swimming Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 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 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.
₹11,217
₹12,676 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 reception area with three marble reception desks, wooden paneling, and recessed lighting.
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.
₹10,410
₹11,764 total
includes taxes & fees
22 Nov - 23 Nov
Marriott Milwaukee West
An indoor swimming pool with a lifeguard chair, lounge chairs, and a no diving sign.
A bar area with a wine refrigerator stocked with various bottles.
A modern restaurant interior with brick walls, wooden tables, and black chairs.
An outdoor seating area with tables and chairs in front of a building labeled 'WISSOTA CHOPHOUSE.'

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
₹10,251
₹11,584 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 hotel room with a large bed, a desk with a chair, a small table with a lamp, and a picture on the wall.
A hotel room with a sofa, armchair, bed, and a small table.
A Baymont Inn & Suites with a modern architectural design, featuring a covered entrance and a well-maintained lawn.

4. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
₹7,311
₹8,261 total
includes taxes & fees
13 Nov - 14 Nov
Baymont by Wyndham Waukesha
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
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.
A modern office space with a long table, chairs, and coffee machines.

5. 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.
₹8,796
₹9,940 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Milwaukee/Brookfield
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 modern bar area with wooden beams, a bar counter, and a seating area with green upholstered chairs.
A multi-story hotel with a modern design, featuring a prominent 'Courtyard by Marriott' sign, large windows, and a well-lit entrance area.

6. 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.
₹11,217
₹12,676 total
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
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.

7. 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.
₹7,451
₹8,420 total
includes taxes & fees
8 Nov - 9 Nov
Wildwood Lodge
A modern indoor swimming pool with a lifeguard chair, blue lounge chairs, and a pool lift.
A hotel room with a bed, a blue sofa, a desk, a TV, and a framed picture on the wall.
A vending machine with various food and drink options.
Exterior

8. Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
Brookfield
  • Take a dip in the clean, temperature-perfect indoor pool at this family-friendly hotel, where aquatic fun continues rain or shine.
₹10,823
₹12,501 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
A pool area with a glass table, lounge chairs, and a basketball hoop.
A room with two metal-framed lounge chairs, one with a towel on it, and a small table with a towel and a rolled-up item.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
A bar area with a counter, bar stools, and a television screen.

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.
₹8,640
₹9,763 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.
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.

10. 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.
₹7,512
₹8,488 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Waukesha Grand
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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Great stay, central location! Would stay again"
Daniel 2-night trip
Posted 5 hours ago
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"xx"
Philip 1-night trip
Posted 7 hours ago
Sheraton Milwaukee Brookfield Hotel
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"The location of the parking lot in proximity to the property was spot on. Well worth the $20 dollar fee. The staff here is beyond wonderful! We encounter three different ladies at the front desk and every single one of them were the friendliest, welcoming and helpful staff we've had on our travels. Seriously....the staff MADE our stay!"
Keeley 1-night trip
Posted 5 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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