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
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 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.
A breakfast bar with a sign reading 'Breakfast Corner,' a coffee machine, and various breakfast items.

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
￥11,499
￥12,994 total
includes taxes & fees
Sep 21 - Sep 22
Baymont by Wyndham Waukesha
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 modern building with a reflective water body in front, surrounded by greenery and a clear sky.
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.
￥18,241
￥20,612 total
includes taxes & fees
Sep 27 - Sep 28
Marriott Milwaukee West
An indoor swimming pool with wooden beams, tiled walls, and seating areas.
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
A modern hotel lobby with seating areas, a bar, and a television.

3. 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.
￥17,597
￥19,884 total
includes taxes & fees
Oct 4 - Oct 5
Home2 Suites by Hilton Milwaukee Brookfield
A pool area with clear water, marked depth lines, and no diving signs.
A hotel room with a large flat-screen TV, a wooden dresser, a bed with white linens, and a patterned rug.
A bar area with a variety of liquor bottles and a tap system.
A lobby with a herringbone floor, leather sofas, a television, and a stone wall.

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
￥21,430
￥24,216 total
includes taxes & fees
Oct 12 - Oct 13
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
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.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

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.
￥9,088
￥10,269 total
includes taxes & fees
Oct 4 - Oct 5
Wildwood Lodge
An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.
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.
A modern hotel lobby with a seating area, a counter with a coffee machine, and a decorative wall.
A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.

6. 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.
￥12,005
￥13,865 total
includes taxes & fees
Sep 14 - Sep 15
AmericInn by Wyndham 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 reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
The entrance to Milwaukee County Zoo with a circular flower bed and a sign above.

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.
￥15,485
￥17,498 total
includes taxes & fees
Sep 24 - Sep 25
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 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.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.

8. 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.
￥12,215
￥13,804 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Waukesha Grand
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.

9. 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.
￥14,961
￥16,906 total
includes taxes & fees
Sep 20 - Sep 21
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 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.

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
￥16,006
￥18,088 total
includes taxes & fees
Sep 17 - Sep 18
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Everything was great and very nice hotel, the only was not good was the carpet on the rooms very dirty or very neglected."
Ricardo 1-night trip
Posted 15 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"Well maintained older classic property."
Lynn 2-night trip
Posted 18 hours ago
Hilton Milwaukee
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Great place!"
Jonathan 1-night trip
Posted 1 day ago
The Iron Horse Hotel
Marriott Milwaukee West

Marriott Milwaukee West

8/10 Good
"Comfortable beds Close to many destinations."
Claudia 2-night trip
Posted 3 days ago
Marriott Milwaukee West

Frequently asked questions

What are some accommodations with pools in Waukesha?
Baymont by Wyndham Waukesha: Features daily, a pool, and free self parking. Marriott Milwaukee West: Offers a snack bar/deli, an indoor pool, and free self parking. Cobblestone Hotel & Suites - Waukesha/West Milwaukee: Provides a snack bar/deli, an indoor pool, and daily. Tru By Hilton Milwaukee Brookfield: Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool, and a full-service spa. The Pfister Hotel: Features daily, an indoor pool, and free self parking.
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 Fox River 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.

Explore a world of travel with Expedia