The Best Hotels with a Pool in Greendale, WI from ￥14,138 in 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 : Provides a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel : Hotel, 9-minute walk from Baird Center. Features buffet, a pool, and complimentary wireless internet access. Drury Plaza Hotel Milwaukee Downtown : Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Crowne Plaza Milwaukee Airport by IHG : Features a water park, an indoor pool, and a snack bar/deli.

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Our top choices for Greendale hotels with a pool

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.

￥14,823 total

includes taxes & fees

Jul 1 - Jul 2

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.

￥18,460 total

includes taxes & fees

Jul 5 - Jul 6

AmericInn by Wyndham Burlington

Burlington

Dive into year-round aquatic bliss at this peaceful hotel featuring a pristine indoor pool with extended morning-to-evening hours.

￥16,356 total

includes taxes & fees

Jul 1 - Jul 2

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

AmericInn by Wyndham Brookfield

Brookfield

Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.

￥14,982 total

includes taxes & fees

Jul 1 - Jul 2

Sleep Inn & Suites Milwaukee/Franklin

Franklin

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

￥18,396 total

includes taxes & fees

Jul 12 - Jul 13

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.

￥23,147 total

includes taxes & fees

Jul 12 - Jul 13

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Waukesha

￥18,130 total

includes taxes & fees

Jul 1 - Jul 2

Fairfield by Marriott Inn & Suites Mount Pleasant, WI

Mount Pleasant

￥21,296 total

includes taxes & fees

Jul 5 - Jul 6

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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

"We didn't have any problems with the booking as others have mentioned. Did an online checkin the night before and when we arrived at the hotel the keys were already available and ready at the front desk. The property is freshly renovated it looks like and is very clean and the rooms were nice. The only reason for the 4 stars is because the breakfast was slightly limited and with only one waffle machine its was quite a wait. There was also a smell in the hallways going up the stairs that was very pungent like something had died or sewage was backed up but considering the cleanliness of the rest of the property we figured it a simple problem that could be overlooked."

Sybaris Pool Suites Mequon

8/10 Good

"My stay was amazing. I would advise a planned stop for refreshments/or sundries before arriving. Because once you have arrived and checked in to your suite you dont want to leave There is a microwave and fridge w/freezer stocked with ice. WINE IS even sold at the front desk. The steamed shower was amazing! This was really a nice weekend getaway."

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: Provides a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel: Hotel, 9-minute walk from Baird Center. Features buffet, a pool, and complimentary wireless internet access. Drury Plaza Hotel Milwaukee Downtown: Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Crowne Plaza Milwaukee Airport by IHG: Features a water park, an indoor pool, and a snack bar/deli.

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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Our top choices for Greendale hotels with a pool

Baymont by Wyndham Waterford/Burlington WI