Find Hotels with a Pool in Westchester, IL

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Check availability on Westchester Hotels with a Pool

Compare Westchester Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What are some accommodations with pools in Westchester?
Congress Plaza Hotel: Hotel, 11-minute walk from State Street. Features 2 restaurants, an indoor pool, and complimentary wireless internet access. River Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Eurostars Magnificent Mile: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a steam room. Pendry Chicago: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool, and complimentary wireless internet access. CitizenM Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Provides a rooftop terrace, a seasonal outdoor pool, and LED televisions.
What is there to see and do in Westchester?
While you’re in the area, consider exploring places like Michigan Avenue, Wrigley Field, and Millennium Park. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants 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 Westchester?
You may want to consider a place to stay that has an outdoor pool if you’re planning to visit Westchester in the hottest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 31°F.