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Find Hotels with a Pool in Old Town Chicago, IL

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Check availability on Old Town Chicago Hotels with a Pool

Tonight
26 Jul - 27 Jul
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27 Jul - 28 Jul
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1 Aug - 3 Aug
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8 Aug - 10 Aug

Top Old Town Chicago Hotels with a Pool

Top Old Town Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"This place has the best view and is right in the heart of where you want to be in Chicago. The staff were awesome. The room was plenty big and had everything we wanted in a room. The hallways were a little dirty, could have been vacuumed. Overall, the property was in good condition and the gym was nice too. I will stay here again. I have been to several places in Chicago to stay and this is my favorite so far!"
Brian 4-night trip
Posted 9 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What are some accommodations with pools in Old Town Chicago?
Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. InterContinental Chicago Magnificent Mile by IHG: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Features complimentary wired internet access, an indoor pool, and LCD televisions. Crowne Plaza Chicago West Loop by IHG: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness center, an indoor pool, and flat-screen 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.