TOP Hotels with Pool in Greendale, WI for 2026

Q: What are some hotels with pools in Greendale?

Potawatomi Hotel & Casino : Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel : Hotel, 9-minute walk from Baird Center. Features buffet, a pool and complimentary wireless Internet access. The Iron Horse Hotel : Offers a seasonal outdoor pool, an indoor pool and free self parking. Drury Plaza Hotel Milwaukee Downtown : Offers buffet, an indoor pool and free self parking. Sheraton Milwaukee Brookfield Hotel : Offers full, an indoor pool and free self parking.

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Our top choices for Greendale hotels with a pool

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.

Rp1.675.718 total

includes taxes & fees

25 May - 26 May

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

Brown Deer

Rp1.951.447 total

includes taxes & fees

25 May - 26 May

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.

Rp1.763.283 total

includes taxes & fees

25 May - 26 May

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.

Rp2.064.803 total

includes taxes & fees

25 May - 26 May

Sleep Inn & Suites Milwaukee/Franklin

Franklin

Year-round aquatic bliss awaits at this Milwaukee hotel's pristine indoor pool.

Rp1.980.170 total

includes taxes & fees

25 May - 26 May

Super 8 by Wyndham Germantown/Milwaukee

Village of Germantown

Splash into relaxation at this hotel's indoor pool and hot tub retreat in Germantown.

Rp1.464.505 total

includes taxes & fees

1 Jun - 2 Jun

MainStay Suites Milwaukee/Franklin

Franklin

Dive into tranquility with year-round indoor pool access that complements a 24-hour fitness centre.

Rp2.043.116 total

includes taxes & fees

25 May - 26 May

Hampton Inn & Suites Milwaukee/Franklin

Franklin

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

Rp2.183.037 total

includes taxes & fees

8 Jun - 9 Jun

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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

2/10 Terrible

"DO NOT STAY HERE. Someone broke into our room, flooded the bathroom sink, and the hotel charged me $250 while refusing to return my calls. On 5/15 left our room with the do not disturb sign on the door. When we returned, our belongings had clearly been moved around and the toilet paper was soaked. I called for replacements and was told our room had flooded because we “left the sink on” and that we’d be charged $150. I immediately spoke with the manager, Louis, and explained we absolutely did not leave the sink running. We had used the sink for 2 days with no drainage issues. Even if it had been left on accidentally, why would it suddenly clog and overflow? I asked him to check cameras or key logs between 3:45–6 PM while we were gone. He claimed there were no cameras but said he’d check the key logs and call me back. He never did. A housekeeper later told me the exact same thing had happened to another guest a few days earlier — another “sink left on” flood that caused complaints. The next morning, no manager was available before our flight. I left my information and never got a callback. I called again on 5/18 and was promised another callback from the GM. Nothing. Today, I discovered they increased the charge from $150 to $250 for “damages” without explanation. Still no manager available. This entire situation feels extremely sketchy. No communication, no accountability, no explanation, and multiple similar incidents. Stay away from this hotel."

Frequently asked questions

What are some hotels with pools in Greendale?

Potawatomi Hotel & Casino: Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool and a full-service spa. The Pfister Hotel: Hotel, 9-minute walk from Baird Center. Features buffet, a pool and complimentary wireless Internet access. The Iron Horse Hotel: Offers a seasonal outdoor pool, an indoor pool and free self parking. Drury Plaza Hotel Milwaukee Downtown: Offers buffet, an indoor pool and free self parking. Sheraton Milwaukee Brookfield Hotel: Offers full, an indoor pool and free self parking.

What is there to see and do in Greendale?

Take a walk along the waterfront at Bradford Beach and Pewaukee Lake Beach. Discover sights such as Rock Snow Park during your stay.

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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Check availability on Greendale Hotels with Pool

Our top choices for Greendale hotels with a pool

Holiday Inn Pewaukee - Milwaukee West by IHG

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