Find Hotels with a Pool in Westchester, IL

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Pick from Westchester Hotels with a Pool and compare 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, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. River Hotel: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a steam room. Eurostars Magnificent Mile: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, a pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Merchandise Mart. Provides a sauna, an indoor pool, and a snack bar/deli. Club Quarters Hotel, Central Loop, Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers 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 Wrigley Field, Millennium Park, and Michigan Avenue. 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.