TOP Hotels with Swimming Pool in Greendale, WI for 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 high-speed (wired) Internet access.

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Our top choices for Greendale hotels with a pool

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.

₹15,977 total

includes taxes & fees

27 Jul - 28 Jul

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.

₹12,447 total

includes taxes & fees

28 Jul - 29 Jul

Fairfield Inn & Suites by Marriott Milwaukee Airport

Oak Creek

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

₹12,724 total

includes taxes & fees

9 Aug - 10 Aug

Comfort Suites Milwaukee Airport

Oak Creek

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

₹11,727 total

includes taxes & fees

26 Jul - 27 Jul

Hampton Inn & Suites Milwaukee/Franklin

Franklin

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

₹11,067 total

includes taxes & fees

27 Jul - 28 Jul

Indoor pool, open 6:00 AM to 11:00 PM, pool 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.

₹10,737 total

includes taxes & fees

26 Jul - 27 Jul

Hampton Inn Milwaukee-Airport

Maitland Park

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

₹11,542 total

includes taxes & fees

16 Aug - 17 Aug

Home2 Suites by Hilton Milwaukee Airport

New Coeln

Splash into relaxing luxury at this indoor pool paradise near Milwaukee Airport and Lake Michigan.

₹12,961 total

includes taxes & fees

16 Aug - 17 Aug

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Choose what matters most at hotels with a pool in Greendale

Breakfast included

Hot tub

Top Greendale Hotel Reviews

The Iron Horse Hotel

10/10 Excellent

"Stayed here recently while visiting Milwaukee for Summerfest (not super close, but it is walkable...especially after the shows end for the night and the traffic is all crazy). Design is just really neat! Staff were helpful, food at the restaurant was tasty, and the masseuse I had at the hotel spa was absolutely delightful. Would stay here again!"

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good

"The fact that it’s old is part of the charm, and it’s clean enough, but it’s starting to show a lot of wear and tear. Rugs and upholstery need refurbishing. I also got charged $30/day for parking, which would be exorbitant for that part of town. Except that I didn’t even have a car while I was there! I got the charge reversed after I called, but it’s annoying. This was my third or fourth stay there, first since Wyndham took over, and I wasn’t thrilled. I’ll look at other options on my next visit."

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 high-speed (wired) Internet access.

What is there to see and do in Greendale?

Explore places such as American Family Field while you're in the area. The picturesque settings 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 the local weather in Greendale into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Greendale are January, March, October and February, with each month seeing an average of 20 cm of snowfall.

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