Search Hotels with Pool in Westchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Hotels with Pool

Tonight
2 Jan - 3 Jan
Tomorrow
3 Jan - 4 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, (1562)
"Great staff and great location. "
United States
Joe
The price is Rp1.546.051
Rp1.814.909 total
includes taxes & fees
8 Jan - 9 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, (3550)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is Rp1.919.005
Rp2.252.720 total
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG
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, (3004)
"Great place to stay"
United States
Elisha
The price is Rp1.368.334
Rp1.606.288 total
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile
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, (2212)
"It was a beautiful stay "
United States
Donald
The price is Rp1.423.067
Rp1.670.540 total
includes taxes & fees
8 Jan - 9 Jan
DoubleTree by Hilton Chicago - Magnificent 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, (1055)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is Rp1.635.326
Rp2.409.473 total
includes taxes & fees
11 Jan - 12 Jan
Hyatt Centric 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, (1795)
"Amazing room and great atmosphere when I was in the hotel for my vacation!"
United States
Zakariya
The price is Rp1.258.339
Rp1.477.163 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Chicago Downtown South Loop
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, (2362)
"Great staff and location"
United States
Alison
The price is Rp1.851.480
Rp2.707.212 total
includes taxes & fees
2 Feb - 3 Feb
The Royal Sonesta Chicago River North
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, (2791)
"Great hotel staff and location. "
United States
Jacqueline
The price is Rp1.443.092
Rp2.183.810 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, (4306)
"Amazing staff and perfect location "
United States
Brandi
The price is Rp1.299.917
Rp1.525.971 total
includes taxes & fees
11 Jan - 12 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, (1816)
"Very clean room and Nice staff!"
United States
Savanna
The price is Rp2.334.845
Rp3.174.736 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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The hotel restaurant was delicious "
Abbey 1-night trip
Posted 20 hours ago
Palmer House a Hilton Hotel

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. Provides a full-service spa, an indoor pool and a 24-hour fitness centre. 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 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.