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

Waukesha Hotels with Swimming Pool

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Check availability on Waukesha Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 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.
A hotel lobby with seating areas, a bar, and a television screen.
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.
RM483
RM545 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 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 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.
RM465
RM526 total
includes taxes & fees
18 Oct - 19 Oct
Marriott Milwaukee West
A swimming pool with a blue interior, surrounded by lounge chairs and a lifebuoy 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.
A bathroom with a white bathtub, a toilet, and a framed black and white photograph on the wall.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
RM474
RM536 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 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 lobby with a fireplace, seating area, and a reception desk.

4. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
RM306
RM346 total
includes taxes & fees
18 Oct - 19 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 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.
RM483
RM545 total
includes taxes & fees
18 Oct - 19 Oct
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 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 stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

6. 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.
RM321
RM362 total
includes taxes & fees
2 Nov - 3 Nov
Wildwood Lodge
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 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.

7. 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.
RM413
RM467 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Milwaukee/Brookfield
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.
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.

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.
RM404
RM457 total
includes taxes & fees
9 Nov - 10 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 hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.
A Best Western hotel with a modern facade, accessible parking, and a covered entrance.

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.
RM313
RM353 total
includes taxes & fees
20 Oct - 21 Oct
Best Western Waukesha Grand
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.
A bar area with a modern design, featuring a large TV, a well-stocked liquor shelf, and comfortable seating.
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.
RM449
RM508 total
includes taxes & fees
15 Oct - 16 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

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 4 hours ago
Sheraton Milwaukee Brookfield Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"."
Lina 2-night trip
Posted 4 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

8/10 Good
"Room was clean, easy check in."
Nahbahe 1-night trip
Posted 7 hours ago
Ramada by Wyndham Milwaukee
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

8/10 Good
"The hotel staff were very courteous, friendly and professional. We stayed in a king room. The room was clean with a coffee maker, microwave and refrigerator. I appreciate when the shampoo, conditioner and bodywash are IN the shower. They served a good hot breakfast. The breakfast area was pleasant and clean. Opportunity for improvements are: finish trimming the room, it appeared that updates had happened but ceiling trim was not there to hide the transition. This hotel location was perfect with plenty of shopping and tons of restaurants nearby."
AMY 1-night trip
Posted 18 hours ago
AmericInn by Wyndham Brookfield
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

8/10 Good
"I had a photo album to assemble in the room and was so excited to find a 4’ moveable table that was perfect for my project."
Barbara 1-night trip
Posted 23 hours ago
Four Points by Sheraton Milwaukee North Shore
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 23 hours ago
Baymont by Wyndham Waukesha

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 20Β°C, while the coldest months are January and February, with an average of -3Β°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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