Westchester Hotel with Pool

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Check availability on Westchester Hotel with Pool

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Westchester hotels with a pool

Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1558)
"Great staff and great location. "
United States
Joe
The price is HK$721
HK$846 total
includes taxes & fees
5 Jan - 6 Jan
The Wade
Indoor pool, open 5:00 AM to 11:00 PM, pool 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, (3542)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is HK$895
HK$1,051 total
includes taxes & fees
15 Jan - 16 Jan
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

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2209)
"It was a beautiful stay "
United States
Donald
The price is HK$664
HK$779 total
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool 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, (2994)
"Great place to stay"
United States
Elisha
The price is HK$716
HK$840 total
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
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, (1054)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is HK$763
HK$1,124 total
includes taxes & fees
11 Jan - 12 Jan
Hyatt Centric Chicago Magnificent 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, (2356)
"Great staff and location"
United States
Alison
The price is HK$864
HK$1,263 total
includes taxes & fees
1 Feb - 2 Feb
The Royal Sonesta Chicago River North
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, (1788)
"Amazing room and great atmosphere when I was in the hotel for my vacation!"
United States
Zakariya
The price is HK$587
HK$689 total
includes taxes & fees
7 Jan - 8 Jan
Hilton Garden Inn Chicago Downtown South Loop
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, (2783)
"Great hotel staff and location. "
United States
Jacqueline
The price is HK$644
HK$984 total
includes taxes & fees
11 Jan - 12 Jan
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, (4300)
"Amazing staff and perfect location "
United States
Brandi
The price is HK$546
HK$641 total
includes taxes & fees
15 Jan - 16 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1808)
"Very clean room and Nice staff!"
United States
Savanna
The price is HK$1,089
HK$1,480 total
includes taxes & fees
16 Jan - 17 Jan
Radisson Blu Aqua Hotel Chicago
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.
View all properties

Top Westchester Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"The staff was friendly and helpful. Great amenities and the location was excellent "
Gerald 1-night trip
Posted 10 hours ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

What are some accommodation options with pools in Westchester?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Silversmith Hotel Chicago Downtown: 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. Features 2 restaurants, an indoor pool and a sauna. Hilton Chicago: Hotel, 13-minute walk from Chicago Riverwalk. Offers 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 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.

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