The Best Hotels with a Pool in Greendale, WI from NT$3,309 in 2026

Q: What are some hotels with pools in Greendale?

Potawatomi Hotel & Casino : Hotel, 5-minute walk from Riverside Theater. Offers 2 restaurants, an indoor pool, and a full-service spa. The Pfister Hotel : Provides a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel : Hotel steps from Riverside Theater. Offers buffet, a pool, and complimentary wireless internet access. The Iron Horse Hotel : Offers free self parking, an indoor pool, and complimentary wireless internet access. Drury Plaza Hotel Milwaukee Downtown : Hotel steps from Riverside Theater. Offers buffet, an indoor pool, and complimentary wired internet access.

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Our top choices for Greendale hotels with a pool

Hampton Inn & Suites Milwaukee/Franklin

Franklin

Splash into pure comfort at this hotel's indoor pool retreat with friendly staff and clean, cozy rooms.

NT$3,688 total

includes taxes & fees

Jul 26 - Jul 27

Homewood Suites by Hilton Oak Creek Milwaukee

Oak Creek

Splash into an aquatic escape at this Milwaukee hotel, where a pristine indoor pool beckons year-round.

NT$4,794 total

includes taxes & fees

Jul 26 - Jul 27

Comfort Suites Milwaukee Airport

Oak Creek

Splash into family fun at this hotel's triple-pool paradise with hot tub and fitness center.

NT$3,855 total

includes taxes & fees

Jul 27 - Jul 28

Hyatt Place Milwaukee Airport

Holler Park

Splash into poolside paradise just minutes from Milwaukee Airport, where calm meets comfort after a busy day of travel.

NT$4,180 total

includes taxes & fees

Jul 27 - Jul 28

Fairfield Inn & Suites by Marriott Milwaukee Airport

Oak Creek

Indoor pool and hot tub create a splash-worthy stay at this Milwaukee airport hotel.

NT$3,823 total

includes taxes & fees

Jul 26 - Jul 27

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

College Heights

Dive into year-round aquatic bliss at this Milwaukee hotel with an indoor pool and rejuvenating hot tub near the airport.

NT$3,309 total

includes taxes & fees

Aug 9 - Aug 10

Indoor pool, open 6:00 AM to 11:00 PM, sun loungers

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Brookfield

Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.

NT$3,605 total

includes taxes & fees

Jul 26 - Jul 27

Hampton Inn Milwaukee-Airport

Maitland Park

Dive into indoor pool serenity at this Milwaukee airport hotel with free shuttle service.

NT$3,876 total

includes taxes & fees

Jul 26 - Jul 27

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Choose what matters most at hotels with a pool in Greendale

Breakfast included

Hot tub

Top Greendale Hotel Reviews

AmericInn by Wyndham Brookfield

8/10 Good

"It was your typical hotel stay relative clean, easy check in and out, breakfast was so so. Big area just not much to choose from."

The Ingleside Hotel

10/10 Excellent

"It is not the freshly renovated big name brand but I still think it was better (& I love the many of those too). The staff was great. Amenities were on point and the courtyard with fire pits, s’mores and yard games were something you just don’t find other places. It gave you an vaca rental vibe. Our family loved having something other than a pool that we could step outside our room to enjoy. The morning breakfast buffet was well worth the $14. The exterior landscaping and facilities may not have been the most tidy but the hotel was very clean, staff super helpful and friendly. Would book again over any high brand."

Frequently asked questions

What are some hotels with pools in Greendale?

Potawatomi Hotel & Casino: Hotel, 5-minute walk from Riverside Theater. Offers 2 restaurants, an indoor pool, and a full-service spa. The Pfister Hotel: Provides a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel: Hotel steps from Riverside Theater. Offers buffet, a pool, and complimentary wireless internet access. The Iron Horse Hotel: Offers free self parking, an indoor pool, and complimentary wireless internet access. Drury Plaza Hotel Milwaukee Downtown: Hotel steps from Riverside Theater. Offers buffet, an indoor pool, and complimentary wired internet access.

What is there to see and do in Greendale?

Explore places like American Family Field while you're in the area. The picturesque setting of Boerner Botanical Gardens and Mitchell Park Horticultural Conservatory showcase the area's natural beauty.

When is the best time to book a hotel with a pool in Greendale?

Taking into account the local weather in Greendale 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 28°F. The snowiest months in Greendale are January, March, October, and February, with each month seeing an average of 8 inches of snowfall.

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