Find Hotels with a Pool in Westchester, IL

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Check availability on Westchester Hotels with a Pool

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, (3208)
"Great stay "
The price is ₩226,874
₩266,327 total
includes taxes & fees
Nov 9 - Nov 10
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, (1363)
"Great place to stay"
The price is ₩192,387
₩225,843 total
includes taxes & fees
Nov 2 - Nov 3
The Wade
Indoor pool
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1025)
"Great stay"
The price is ₩144,148
₩169,216 total
includes taxes & fees
Nov 9 - Nov 10
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, (2862)
"Had a great stay!"
The price is ₩196,662
₩230,861 total
includes taxes & fees
Nov 9 - Nov 10
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, (1689)
"Excellent hotel in a wonderful location of Chicago!"
The price is ₩156,261
₩183,434 total
includes taxes & fees
Nov 11 - Nov 12
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, (2189)
"Great location, and value for money."
The price is ₩220,603
₩304,568 total
includes taxes & fees
Nov 13 - Nov 14
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, (2495)
"Great stay "
The price is ₩255,447
₩345,484 total
includes taxes & fees
Nov 9 - Nov 10
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, (1037)
"Great place to stay"
The price is ₩235,140
₩317,858 total
includes taxes & fees
Nov 9 - Nov 10
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, (1940)
"Very Nice Hotel in a great location."
The price is ₩223,454
₩262,316 total
includes taxes & fees
Nov 9 - Nov 10
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, (2015)
"Great place to stay."
The price is ₩254,379
₩334,243 total
includes taxes & fees
Oct 30 - Oct 31
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"BEAUTIFUL IS ALL I HAVE TO SAY. THANKS SECURITY, I HAD A SAFE FUN FILLED DAY. LMAOOOO. Can't wait to return. "
corrine 1-night trip
Posted 12 hours ago
Congress Plaza Hotel

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Frequently asked questions

What are some accommodations with pools in Westchester?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Freehand Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a steam room. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions.
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.