Find Hotels with a Pool in Westchester, IL

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Top Westchester Hotels with a Pool

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3216)
"Great stay "
$159 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very Good, (1374)
"Great place to stay"
$135 nightly
The price is $158
Nov 2 - Nov 3
Total with taxes and fees
The Wade
Indoor pool
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1027)
"Great stay"
$101 nightly
The price is $119
Nov 9 - Nov 10
Total with taxes and fees
Best Western River North Hotel
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
"Had a great stay!"
$138 nightly
The price is $162
Nov 9 - Nov 10
Total with taxes and fees
Aloft Chicago Mag Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8 out of 10, Excellent, (1693)
"Excellent hotel in a wonderful location of Chicago!"
$110 nightly
The price is $129
Nov 10 - Nov 11
Total with taxes and fees
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
9.2 out of 10, Wonderful, (2193)
"Great location, and value for money."
$181 nightly
The price is $213
Nov 16 - Nov 17
Total with taxes and fees
The Royal Sonesta Chicago River North
Indoor pool
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 star property
9.0 out of 10, Wonderful, (2501)
"Nice room with comfortable beds and a big bathroom. Great location and everything we wanted to do, see or eat was walking distance from the hotel. "
$238 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
Indoor pool
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (1040)
"Great place to stay"
$188 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
8.8 out of 10, Excellent, (1942)
"Very Nice Hotel in a great location."
$157 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very Good, (2019)
"Great place to stay."
$210 nightly
The price is $243
Nov 9 - Nov 10
Total with taxes and fees
Palmer House a Hilton 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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"I’ve stayed here quite a bit when I fly into Chicago. I can tell they were overwhelmed with the chaos of the weekend from the marathon but they were still polite. "
Vivian 4-night trip
Posted 6 hours ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

What are some accommodations with pools in Westchester?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Freehand Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Features complimentary wired internet access, an indoor pool, and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access. InterContinental Chicago Magnificent Mile by IHG: Hotel, 3-minute walk from Merchandise Mart. Provides 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 Navy Pier. 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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