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

Westchester Hotels with Swimming Pool

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Check availability on Westchester Hotels with Swimming Pools

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Westchester hotels with a pool

An indoor swimming pool with clear water, surrounded by lounge chairs and tables, with a view of greenery outside.

1. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,097 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 RM656
RM715 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Lodge Oak Brook Chicago
A modern lobby with a reception desk, seating area, and a large window providing natural light.

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, (1,001 reviews)
  • cleanliness
    Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.
The price is RM446
RM508 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
A golf course with a swimming pool, lounge area, and a pond.

3. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Dive into a poolside oasis with year-round swimming at this upscale golf resort.
The price is RM465
RM583 total
includes taxes & fees
28 Nov - 29 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with clear windows, green chairs, and a tiled deck.

4. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
Schiller Park
9.4 out of 10, Exceptional, (2,408 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 RM506
RM581 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.

5. The Westin Chicago Lombard

The Westin Chicago Lombard
4.0 star property
Lombard
9.0 out of 10, Wonderful, (1,448 reviews)
  • cleanliness
    Serene indoor swimming sanctuary with temperature-controlled waters and plush poolside loungers for year-round aquatic relaxation.
The price is RM644
RM715 total
includes taxes & fees
22 Nov - 23 Nov
The Westin Chicago Lombard
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.

6. Holiday Inn Chicago Oakbrook by IHG

Holiday Inn Chicago Oakbrook by IHG
3.0 star property
Oakbrook Terrace
8.0 out of 10, Very good, (1,212 reviews)
  • cleanliness
    Splash into year-round fun with an indoor pool that's perfect for both business and leisure travellers.
The price is RM395
RM443 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Chicago Oakbrook by IHG
A hotel room with a sofa, a small table, a desk, a bed, and a painting on the wall.

7. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
3.0 star property
Lombard
8.4 out of 10, Very good, (1,298 reviews)
  • cleanliness
    Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.
The price is RM408
RM452 total
includes taxes & fees
12 Nov - 13 Nov
Hyatt Place Chicago/Lombard/Oak Brook
A modern hotel lobby with a bar area, seating arrangements, and large windows offering a view of the cityscape.

8. Hampton Inn & Suites Chicago-Burr Ridge

Hampton Inn & Suites Chicago-Burr Ridge
2.5 star property
Burr Ridge
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dip into year-round refreshment at this indoor pool sanctuary near SeatGeek Stadium, where comfort meets convenience.
The price is RM478
RM526 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chicago-Burr Ridge
An indoor swimming pool with clear blue water, white walls, and blue accents.

9. Rodeway Inn Lyons - La Grange

Rodeway Inn Lyons - La Grange
2.0 star property
Lyons
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Swim year-round in a tranquil indoor pool at this convenient train station motel.
The price is RM350
RM392 total
includes taxes & fees
19 Nov - 20 Nov
Rodeway Inn Lyons - La Grange
An indoor swimming pool with lounge chairs and a glass ceiling.

10. Chicago Club Inn & Suites

Chicago Club Inn & Suites
3.0 star property
Westmont
7.2 out of 10, Good, (1,895 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
The price is RM260
RM288 total
includes taxes & fees
29 Nov - 30 Nov
Chicago Club Inn & Suites
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

The Wade

The Wade

8/10 Good
"The room was clean and there are no amenities at all. No water, no coffee, no tea, no shower cap, nothing…. Just a room. Hours for restaurant not as advertised. Good location."
Vonda 3-night trip
Posted 4 hours ago
The Wade

Frequently asked questions

What are some accommodation options with pools in Westchester?
River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre.
What is there to see and do in Westchester?
While you're in the area, consider exploring places such as Wrigley Field, Soldier Field 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 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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