The Best Hotels with a Pool in Waukesha, WI from ￥13,647 in 2026

Q: 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.

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

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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.

1. Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.

￥18,456 total

includes taxes & fees

Nov 22 - Nov 23

A modern lobby with a stone wall, a fireplace, and two yellow armchairs.

2. 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.

￥19,437 total

includes taxes & fees

Nov 22 - Nov 23

A pool area with clear water, marked depth lines, and no diving signs.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Waukesha

￥17,149 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

4. Baymont by Wyndham Waukesha

Waukesha

Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.

￥13,647 total

includes taxes & fees

Nov 14 - Nov 15

An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.

5. Hampton Inn Milwaukee/Brookfield

Brookfield

Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.

￥16,423 total

includes taxes & fees

Nov 22 - Nov 23

A large indoor swimming pool with tiled walls and a wooden floor, surrounded by lounge chairs and a small seating area.

6. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Brookfield

Dive into poolside relaxation at this Milwaukee family hotel with an indoor aquatic haven.

￥20,943 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.

7. Wildwood Lodge

Pewaukee

Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.

￥13,912 total

includes taxes & fees

Nov 24 - Nov 25

A pool area with a glass table, lounge chairs, and a basketball hoop.

8. 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.

￥16,195 total

includes taxes & fees

Nov 24 - Nov 25

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Choose what matters most at hotels with a pool in Waukesha

Breakfast included

Hot tub

Top Waukesha Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

8/10 Good

"Front desk was helpful. Even looked places to eat online to help me out. Still ate at the restaurant in hotel but, he was super helpful"

AmericInn by Wyndham Brookfield

8/10 Good

"Clean. Friendly staff. Liked Early breakfast available at 5am. But hot food wasn’t very warm. Room set up good. Despite hotels efforts the room smelled of old smoke. Liked ac thermostat. Had to get own hand towels and wash clothes, but readily available on housekeeper cart."

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?

Make a point to visit attractions like 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 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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Our top choices for Waukesha hotels with a pool