Search Hotels with Swimming Pool in Westchester

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Check availability on Westchester Hotels with Swimming Pool

Our top choices for Westchester hotels with a pool

Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,749 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ₹7,362
₹8,642 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Chicago/Magnificent Mile Suites
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, (3,056 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is ₹7,605
₹8,927 total
includes taxes & fees
1 Feb - 2 Feb
Aloft Chicago Mag Mile
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, (3,630 reviews)
"Great place to stay"
United States
suleman
The price is ₹10,537
₹12,369 total
includes taxes & fees
12 Feb - 13 Feb
voco Chicago Downtown - Riverwalk by IHG
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, (2,253 reviews)
"Great staff, easy check in."
United States
Zachary
The price is ₹7,814
₹9,172 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
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, (1,824 reviews)
"Always a great stay!"
United States
ANN
The price is ₹6,912
₹8,114 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Chicago Downtown South Loop
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, (2,415 reviews)
"Lovely staff, very clean hotel, convenient location."
United States
Tierra
The price is ₹10,170
₹14,871 total
includes taxes & fees
5 Feb - 6 Feb
The Royal Sonesta Chicago River North
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,626 reviews)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is ₹9,987
₹11,724 total
includes taxes & fees
24 Jan - 25 Jan
The Wade
Indoor pool

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,139 reviews)
"Everything about my stay was great!"
United States
Amelia
The price is ₹9,657
₹11,337 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,066 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is ₹10,079
₹14,520 total
includes taxes & fees
1 Feb - 2 Feb
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,037 reviews)
"Clean rooms, comfortable bed and quiet! Also super convenient location. Staff was so friendly and helpful "
United States
Vanessa
The price is ₹6,741
₹7,913 total
includes taxes & fees
6 Feb - 7 Feb
Best Western River North Hotel
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The balcony was close so I didn’t get to walk out "
Shantae 1-night trip
Posted 1 day ago
Eurostars Magnificent Mile

Frequently asked questions

What are some accommodation options 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. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Palmer House a Hilton Hotel: Hotel, 14-minute walk from Chicago Riverwalk. Features 2 restaurants, an indoor pool and a sauna. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 5-minute walk from Michigan Avenue. Features a rooftop terrace, a seasonal outdoor pool and LED 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.