Hotels with Swimming Pool in Westchester, Chicago

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Check availability on Westchester Hotels with Swimming Pool

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Westchester hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3013)
"Great place to stay"
United States
Elisha
The price is P4,965
P5,828 total
includes taxes & fees
Jan 11 - Jan 12
Aloft Chicago Mag Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2372)
"The staff was anmazing and the location within the city was great."
United States
Othon
The price is P5,843
P8,754 total
includes taxes & fees
Jan 15 - Jan 16
The Royal Sonesta Chicago River North
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3570)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is P6,809
P7,993 total
includes taxes & fees
Jan 15 - Jan 16
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1577)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is P5,970
P7,008 total
includes taxes & fees
Jan 11 - Jan 12
The Wade
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2221)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is P5,049
P5,927 total
includes taxes & fees
Jan 13 - Jan 14
DoubleTree by Hilton Chicago - Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

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, (1802)
"Staff was great hotel clean close to a lot of dining and stores "
United States
Joseph
The price is P4,467
P5,243 total
includes taxes & fees
Jan 19 - Jan 20
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1060)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P5,802
P8,549 total
includes taxes & fees
Jan 18 - Jan 19
Hyatt Centric Chicago Magnificent Mile
Indoor pool
AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1002)
"Very nice cozy hotel "
United States
CARLA
The price is P5,958
P6,994 total
includes taxes & fees
Feb 7 - Feb 8
AC Hotels by Marriott Chicago Downtown
Indoor pool
Embassy Suites by Hilton 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, (2812)
"Great hotel staff and location. "
United States
Jacqueline
The price is P5,419
P8,099 total
includes taxes & fees
Jan 13 - Jan 14
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/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, (4328)
"Amazing staff and perfect location "
United States
Brandi
The price is P4,612
P5,414 total
includes taxes & fees
Jan 14 - Jan 15
Hilton Garden Inn 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.
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Top Westchester Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Excellent rooms! Very roomy! Wonderful location. Will stay here again. "
Jasmine 4-night trip
Posted 13 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What are some accommodations with pools in Westchester?
Hilton Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 13-minute walk from Chicago Riverwalk. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Westchester?
While you're in the area, consider exploring places like 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'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.

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