A calm lake with ducks, autumn trees, and a grassy park area.

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Check availability on Westchester Hotels with Pool

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Westchester hotels with a pool

Indoor pool, pool loungers

1. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,047 reviews)
  • cleanliness
    Discover serene luxury at this lakeside hotel where an indoor pool sanctuary awaits, surrounded by lush forests and hiking trails.
The price is ฿7,155
฿7,798 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Lodge Oak Brook Chicago
Indoor pool, open 8:00 AM to 11:00 PM, pool loungers

2. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Holiday Inn Express & Suites Bensenville - O'Hare by IHG
3.0 star property
Bensenville
8.8 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.
The price is ฿4,648
฿5,297 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
Indoor pool

3. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
Schiller Park
9.2 out of 10, Wonderful, (2,367 reviews)
  • cleanliness
    Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.
The price is ฿4,313
฿4,959 total
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Chicago-O'Hare International Airport
Indoor pool

4. Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
3.0 star property
Elmhurst
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Dive into the hotel's all-season indoor pool with refreshing aquatic amenities, just steps from Fashion Outlets of Chicago.
The price is ฿3,882
฿4,308 total
includes taxes & fees
23 Aug - 24 Aug
Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
Indoor pool

5. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
3.0 star property
Bedford Park
9.0 out of 10, Wonderful, (1,276 reviews)
  • cleanliness
    Sun-drenched afternoons await at this indoor pool retreat with refreshing amenities and comfort.
The price is ฿5,450
฿6,403 total
includes taxes & fees
31 Aug - 1 Sept
Hyatt Place Chicago Midway Airport
Indoor pool

6. Hampton Inn & Suites Downers Grove Chicago

Hampton Inn & Suites Downers Grove Chicago
2.5 star property
Downers Grove
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Enjoy a refreshing pool escape at this Chicago-area hotel, where the indoor aquatic retreat complements stylish accommodation.
The price is ฿4,359
฿4,860 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn & Suites Downers Grove Chicago
Indoor pool

7. Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3.0 star property
Bensenville
7.6 out of 10, Good, (1,639 reviews)
  • cleanliness
    Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.
The price is ฿3,633
฿4,141 total
includes taxes & fees
24 Aug - 25 Aug
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool

8. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,598 reviews)
  • cleanliness
    Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.
The price is ฿5,375
฿6,126 total
includes taxes & fees
16 Aug - 17 Aug
Embassy Suites by Hilton Chicago O'Hare Rosemont
Indoor pool

9. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
3.5 star property
Rosemont
9.4 out of 10, Exceptional, (1,113 reviews)
  • cleanliness
    Dive into aquatic bliss at this modern O'Hare hotel featuring a sparkling year-round indoor pool.
The price is ฿4,354
฿4,963 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn & Suites Rosemont Chicago O'Hare
Indoor pool

10. Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport
3.0 star property
Bedford Park
8.2 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Dive into refreshing indoor pool fun at this Chicago Midway Airport hotel with 24-hour fitness centre.
The price is ฿5,082
฿5,971 total
includes taxes & fees
17 Aug - 18 Aug
Courtyard by Marriott Chicago Midway Airport
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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Choose what matters most at hotels with a pool in Westchester

Breakfast included
Hot tub

Top Westchester Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"All the staff was very friendly and the room was clean and well maintained. We enjoyed our stay."
Todd 2-night trip
Posted less than an hour ago
Congress Plaza Hotel

Frequently asked questions

What are some accommodation options with pools in Westchester?
Congress Plaza Hotel: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. Hyatt Regency O'Hare Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Omni Chicago Hotel: Hotel steps from Michigan Avenue. 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 United Center, Wrigley Field and Michigan Avenue. 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.