Hotels with Swimming Pools in Westchester

  • 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 prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Westchester hotels with a pool

A modern multi-story building with a reflection in the water, surrounded by trees.

1. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,096 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 S$236
includes taxes & fees
15 Nov - 16 Nov
Hyatt Lodge Oak Brook Chicago
A golf course with a swimming pool, lounge area, and a pond.

2. 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, (1,009 reviews)
  • cleanliness
    Dive into a poolside oasis with year-round swimming at this upscale golf resort.
The price is S$172
includes taxes & fees
4 Dec - 5 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.

3. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
3.0 star property
Lombard
8.4 out of 10, Very good, (1,313 reviews)
  • cleanliness
    Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.
The price is S$152
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with lounge chairs and a glass ceiling.

4. Chicago Club Inn & Suites

Chicago Club Inn & Suites
3.0 star property
Westmont
7.2 out of 10, Good, (1,908 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
The price is S$90
includes taxes & fees
10 Dec - 11 Dec
Chicago Club Inn & Suites
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.

5. 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, (1,230 reviews)
  • cleanliness
    Splash into year-round fun with an indoor pool that's perfect for both business and leisure travellers.
The price is S$125
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Chicago Oakbrook by IHG
An indoor swimming pool with clear windows, green chairs, and a tiled deck.

6. 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, (2,409 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 S$146
includes taxes & fees
23 Nov - 24 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.

7. The Westin Chicago Lombard

The Westin Chicago Lombard
4.0 star property
Lombard
9.0 out of 10, Wonderful, (1,471 reviews)
  • cleanliness
    Serene indoor swimming sanctuary with temperature-controlled waters and plush poolside loungers for year-round aquatic relaxation.
The price is S$199
includes taxes & fees
22 Nov - 23 Nov
The Westin Chicago Lombard
An indoor swimming pool with clear blue water, white walls, and blue accents.

8. Rodeway Inn Lyons - La Grange

Rodeway Inn Lyons - La Grange
2.0 star property
Lyons
8.0 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Swim year-round in a tranquil indoor pool at this convenient train station motel.
The price is S$121
includes taxes & fees
1 Dec - 2 Dec
Rodeway Inn Lyons - La Grange
A swimming pool with clear water, marked depth lines, and safety signs.

9. 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, (1,000 reviews)
  • cleanliness
    Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.
The price is S$174
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.

10. 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, (1,936 reviews)
  • cleanliness
    Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.
The price is S$142
includes taxes & fees
7 Dec - 8 Dec
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
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

Choose what matters most at hotels with a pool in Westchester

Breakfast included
Hot tub

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.