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

Westchester Hotel with Pool

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Check availability on Westchester Hotel with Pool

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Westchester hotels with a pool

An indoor swimming pool with clear water, sunlit by large windows, surrounded by lounge chairs and a lifeguard stand.
A modern kitchen with a dishwasher, microwave, and built-in oven. There is a dining area with a large island and bar stools. A flat-screen TV is mounted on the wall.
A modern restaurant with high ceilings, large windows, and a variety of seating options including tables, booths, and a long counter.
A modern bar area with a central island, bar stools, shelves with bottles, and pendant lighting.

1. Hyatt House Chicago Oak Brook

Hyatt House Chicago Oak Brook
Oak Brook
  • Splash into family-friendly relaxation with this hotel's refreshing indoor pool oasis near Oakbrook Centre Mall.
HK$1,405
HK$1,531 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt House Chicago Oak Brook
A poolside area with lounge chairs and a swimming pool.
A modern building with a flat roof, large windows, and a reflection in the water.
A gym with treadmills, elliptical machines, and weight stations.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.

2. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
Oak Brook
  • Discover serene luxury at this lakeside hotel where an indoor pool sanctuary awaits, surrounded by lush forests and hiking trails.
HK$1,264
HK$1,377 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Lodge Oak Brook Chicago
A swimming pool with clear water, marked depth lines, and safety signs.
A coffee station with two espresso machines, a coffee dispenser, and various coffee-related items.
A lobby with a sofa, chairs, a small table, and artwork on the walls.
A modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.

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

Holiday Inn Express & Suites Bensenville - O'Hare by IHG
Bensenville
  • Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.
HK$957
HK$1,091 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.
A large hotel with a central courtyard, a lake, and a bridge.
A spacious, modern interior with large windows offering views of a golf course and a lake.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
  • Dive into a poolside oasis with year-round swimming at this upscale golf resort.
HK$959
HK$1,194 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

5. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
  • Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.
HK$981
HK$1,128 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A lobby with seating areas, a reception desk, and a decorative wall.
A hotel room with a large bed, a sofa, a desk, and a TV.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.

6. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
Lombard
  • Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.
HK$785
HK$871 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.
A bar area with stools, a bar counter, and a wall with a chalkboard menu.
A hotel reception desk with a computer monitor displaying a room booking website, a vase, and a seating area with chairs and a table.
A modern hotel lobby with a sectional sofa, a round coffee table, and a cityscape mural on the wall.

7. Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook
Lombard
  • Splash into serenity at this hotel's indoor sanctuary pool, perfect for all-season swimming enjoyment.
HK$887
HK$985 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Lombard Oak Brook
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A modern hotel room with a large bed, a desk, a chair, and a TV.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A multi-story hotel with a prominent "WESTIN" sign on the top.

8. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Serene indoor swimming sanctuary with temperature-controlled waters and plush poolside loungers for year-round aquatic relaxation.
HK$1,099
HK$1,219 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Chicago Lombard
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A covered outdoor seating area with wicker furniture and a view of the street.
A hotel room with a bed, desk, chair, TV, and a large window with a city view.
A reception area with three wooden reception desks, a glass wall on the left, and a colorful artwork on the right.

9. Holiday Inn Chicago Oakbrook by IHG

Holiday Inn Chicago Oakbrook by IHG
Oakbrook Terrace
  • Splash into year-round fun with an indoor pool that's perfect for both business and leisure travellers.
HK$746
HK$835 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Chicago Oakbrook by IHG
A swimming pool with clear water, surrounded by lounge chairs and tables, under a high ceiling with visible beams and ductwork.
A reception area with a curved counter, a green curtain, a reception desk, a seating area with a red sofa and a yellow armchair, and a wooden coffee table.
A hotel lobby with multiple seating areas, a coffee station, and a television screen.
A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.

10. Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
Elmhurst
  • Dive into the hotel's all-season indoor pool with refreshing aquatic amenities, just steps from Fashion Outlets of Chicago.
HK$911
HK$1,011 total
includes taxes & fees
8 Nov - 9 Nov
Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
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Choose what matters most at hotels with a pool in Westchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Westchester Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The convenience of the hotel location is key. But for what they charging PLEASE UPDATE THE HOTEL and not just the entrance."
Zeretta 1-night trip
Posted 7 hours ago
Hilton Chicago O'Hare Airport
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location"
Farah 1-night trip
Posted 7 hours ago
Hyatt Regency Chicago

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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