Westchester Hotel Guide - Hotels with Pool in Westchester, Chicago

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Check availability on Westchester Hotels with Pool

Our top choices for Westchester hotels with a pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,918 reviews)
"Great hotel great location. "
United States
Michael
The price is €107
includes taxes & fees
22 Mar - 23 Mar
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,719 reviews)
"Walking distance to most of what we wanted to see. "
United States
Tabitha
The price is €133
includes taxes & fees
18 Mar - 19 Mar
The Wade

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,142 reviews)
"Clean rooms friendly staff, great location "
United States
Roxana
The price is €111
includes taxes & fees
22 Mar - 23 Mar
Aloft Chicago Mag Mile

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was very clean and comfortable. Food at the hotel is a bit pricey but good. Very well located close to restaurants, bars and shops "
United States
Kim Z.
The price is €182
includes taxes & fees
22 Mar - 23 Mar
The Hoxton Chicago

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"The room had a great view of downtown and was very clean. The staff was friendly and the pool was nice. "
United States
Samantha
The price is €223
includes taxes & fees
20 Mar - 21 Mar
Renaissance Chicago Downtown Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,353 reviews)
"Loved this hotel!"
United States
Ellen
The price is €109
includes taxes & fees
22 Mar - 23 Mar
DoubleTree by Hilton Chicago - Magnificent Mile

Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (880 reviews)
"Clean, friendly staff "
United States
Roland
The price is €163
includes taxes & fees
22 Mar - 23 Mar
Level Chicago - River North

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,086 reviews)
"If staying for access to Lurie Children hospital it’s a great location to walk to hotel to hospital without going outside once as you cross to skywalks. Nice hotel and perfect location. "
United States
Josh
The price is €157
includes taxes & fees
22 Mar - 23 Mar
Hyatt Centric Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,392 reviews)
"Room was clean.. staff was great. "
United States
Ricoya
The price is €105
includes taxes & fees
24 Mar - 25 Mar
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,799 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is €143
includes taxes & fees
22 Mar - 23 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Westchester

Top Westchester Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Westchester?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hotel Riu Plaza Chicago: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 12-minute walk from Millennium Park. Offers 2 restaurants, an indoor pool and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hilton Chicago O'Hare Airport: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness centre, an indoor pool and flat-screen televisions.
What is there to see and do in Westchester?
While you're in the area, consider exploring places such as Wrigley Field, Michigan Avenue and United Center. 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 plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation 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 -1°C.