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Find Hotels with a Pool in Old Town Chicago, IL

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Pick from Old Town Chicago 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 Old Town Chicago?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. River Hotel: Hotel, 14-minute walk from Chicago Riverwalk. Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a steam room. Club Quarters Hotel, Central Loop, Chicago: Hotel, 3-minute walk from Michigan Avenue. Provides a snack bar/deli, a pool, and complimentary wireless internet access. The Westin Michigan Avenue Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions.
What is there to see and do in Old Town Chicago?
While you’re in the area, consider exploring places like Michigan Avenue, Navy Pier, and Wrigley Field. Make a point to visit attractions like North Avenue Beach and International Museum of Surgical Science. Old Town Chicago appeals to visitors with its beautiful lakeside setting, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Old Town Chicago?
You may want to consider a place to stay that offers an outdoor if you plan to visit in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.