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

Hotels with Swimming Pool in Waukesha, Milwaukee

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Check availability on Waukesha Hotels with Swimming Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Waukesha hotels with a pool

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.

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
P4,686
P5,295 total
includes taxes & fees
Sep 29 - Sep 30
Baymont by Wyndham Waukesha
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 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.
P7,381
P8,341 total
includes taxes & fees
Oct 4 - Oct 5
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 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
P8,940
P10,103 total
includes taxes & fees
Sep 29 - Sep 30
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
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".
A gym with treadmills, weight machines, and a rack of dumbbells.

4. 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.
P8,145
P9,204 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites by Hilton Milwaukee Brookfield
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 spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

5. 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.
P5,210
P5,887 total
includes taxes & fees
Oct 4 - Oct 5
Wildwood Lodge
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.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.

6. 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.
P6,435
P7,271 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Pewaukee - Milwaukee West by IHG
An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.
A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.
A hotel room with a large bed, a sofa, a desk with a TV, a lamp, and a view of the city through the window.
An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.

7. AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
Brookfield
  • Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
P5,004
P5,780 total
includes taxes & fees
Sep 29 - Sep 30
AmericInn by Wyndham Brookfield
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 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.

8. 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.
P6,609
P7,468 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Milwaukee/Brookfield
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
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 Best Western hotel with a modern facade, accessible parking, and a covered entrance.
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.
P4,943
P5,586 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Waukesha Grand
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A courtyard with a wooden staircase, a bench, and a garden area.
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.

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
P6,691
P7,561 total
includes taxes & fees
Oct 1 - Oct 2
The Ingleside Hotel
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We were there for parent weekend. The hotel is located in a great location and has a great atmosphere"
Carolyn 2-night trip
Posted 8 hours ago
Saint Kate - The Arts Hotel
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"The entire hotel staff from valet staff to front desk to restaurant staff were all incredibly helpful and genuinely friendly. We enjoyed our stay very much."
Linda 1-night trip
Posted 11 hours ago
The Iron Horse Hotel
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent
"Very nice clean room! It smelled amazing, no suspicious looking stains on the carpeting. It look well maintained. The staff at the front desk were super friendly and when there were screaming children running around at 10 o'clock at night the were nice enough to put a stop to It when we reported the concern. 10/10 recommend I'll probably try booking here again! 😊"
Alexis 1-night trip
Posted 12 hours ago
Four Points by Sheraton Milwaukee North Shore
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

10/10 Excellent
"Everything was clean the staff was so nice hot tub was the most relaxing thing and the pool was really nice"
Pedro 1-night trip
Posted 14 hours ago
Sybaris Pool Suites Mequon
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Everything about The Pfister is 5 stars. I would give it 10 stars if I could. The staff is amazing, the food is tasty & fresh, the hotel ambiance is perfection. This is a must-experience stay!"
Sherianne 1-night trip
Posted 14 hours ago
The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"N/A"
Troy 3-night trip
Posted 14 hours ago
Hyatt Regency Milwaukee

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?
Explore places like American Family Field while you're in the area. Surround yourself with nature at Frame Park Formal Gardens and Minooka Park. 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.

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