The Best Hotels with a Pool in Waukesha, WI from ₩125,885 in 2026

Q: What are some accommodations with pools in Waukesha?

Tru By Hilton Milwaukee Brookfield : Offers daily, an indoor pool, and complimentary wired internet access. Home2 Suites by Hilton Milwaukee Brookfield : Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool, and a full-service spa. Potawatomi Hotel & Casino : Hotel, 13-minute walk from Fiserv Forum. Features buffet, a pool, and complimentary wireless internet access. The Pfister Hotel : Offers a seasonal outdoor pool, an indoor pool, and free self parking. The Iron Horse Hotel : Offers buffet, an indoor pool, and free self parking.

Waukesha is a city in and the county seat of Waukesha County, Wisconsin. It is part of the Milwaukee metropolitan area.

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Our top choices for Waukesha hotels with a pool

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.

₩183,823 total

includes taxes & fees

May 31 - Jun 1

Baymont by Wyndham Waukesha

Waukesha

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

₩133,751 total

includes taxes & fees

May 31 - Jun 1

Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

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

₩185,812 total

includes taxes & fees

May 31 - Jun 1

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.

₩144,041 total

includes taxes & fees

May 28 - May 29

Baymont by Wyndham Waterford/Burlington WI

Waterford

Dive into this hotel's crystal-clear indoor pool before unwinding in the soothing hot tub after exploring scenic rural Wisconsin.

₩151,567 total

includes taxes & fees

May 26 - May 27

Quality Inn & Suites East Troy I-43

East Troy

Splash into relaxation at this indoor pool hotel with a soothing hot tub near Alpine Valley Music Theatre.

₩135,650 total

includes taxes & fees

Jun 1 - Jun 2

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

Cedarburg

Escape the ordinary with refreshing pool access at this historic Victorian bed and breakfast nestled in Cedarburg's charm.

₩276,684 total

includes taxes & fees

May 26 - May 27

Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

Brown Deer

₩170,338 total

includes taxes & fees

May 28 - May 29

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Choose what matters most at hotels with a pool in Waukesha

Breakfast included

Hot tub

Top Waukesha Hotel Reviews

Ramada by Wyndham Milwaukee

4/10 Poor

"Staff was okay, but the hotel is in terrible shape and smells a lot to smoke"

Hyatt Regency Milwaukee

8/10 Good

"Hyatt is midpriced but a nice place. Staff is responsive and helpful. Do not engage in parking as that is WAY overpriced. Just spothero someplace cheaper. We parked for 18 dollars total over two nights. The hotel charges 43 dollars per day for valet and 31 dollars a day for self park. Staff WILL get there to clean, but we didn't see anyone until after 6:00pm at night so not exactly speed demons there. Still, they were polite and efficient when they did finally arrive. Really, walkable to a lot of places so location is a big consideration when choosing this one."

Frequently asked questions

What are some accommodations with pools in Waukesha?

Tru By Hilton Milwaukee Brookfield: Offers daily, an indoor pool, and complimentary wired internet access. Home2 Suites by Hilton Milwaukee Brookfield: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool, and a full-service spa. Potawatomi Hotel & Casino: Hotel, 13-minute walk from Fiserv Forum. Features buffet, a pool, and complimentary wireless internet access. The Pfister Hotel: Offers a seasonal outdoor pool, an indoor pool, and free self parking. The Iron Horse Hotel: Offers buffet, an indoor pool, and free self parking.

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 Center Court Sports Complex, Waukesha County Expo Center, 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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