Westchester Hotel Guide - Hotels with Pool in Westchester, Chicago

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Check availability on Westchester Hotels with Pool

Top Westchester Hotels with Pool

Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2259)
"My favorite place to stay when I go to Chicago! "
United States
Sara
The price is €131
includes taxes & fees
26 Nov - 27 Nov
The Royal Sonesta Chicago River North
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4181)
"Great location. "
United States
Rodger
The price is €77
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2916)
"Great location!!"
United States
sarah e
The price is €100
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5276)
"Nice staff A lot of restaurants and stores near the hotel Good breakfast "
United States
Viviana Velazquez
The price is €89
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2074)
"Great place to stay."
United States
Aaron
The price is €126
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3377)
"Great hotel!!"
United States
Deja
The price is €118
includes taxes & fees
21 Dec - 22 Dec
voco Chicago Downtown - Riverwalk by IHG
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1461)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is €104
includes taxes & fees
24 Nov - 25 Nov
The Wade
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1712)
"Clean room, great hot tub."
United States
SHARON
The price is €81
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown South Loop
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2138)
"Great stay "
United States
Melinda
The price is €99
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1037)
"Great Hotel!"
United States
Wendy
The price is €142
includes taxes & fees
7 Dec - 8 Dec
Hyatt Centric Chicago 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.
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Top Westchester Hotel Reviews

The Wade

The Wade

10/10 Excellent
"Great location, walkable to so many area attractions. Would definitely stay here again. "
Debbie 3-night trip
Posted 1 day ago
The Wade

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Frequently asked questions

What are some accommodation options with pools in Westchester?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. CitizenM Chicago Downtown: Hotel steps from State Street. Provides a full-service spa, an indoor pool and a 24-hour fitness centre. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool and complimentary wireless Internet access.
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.