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

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Check availability on Westchester Hotels with Swimming Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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.
₹15,855
₹17,279 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt House Chicago Oak Brook
A poolside area with lounge chairs and a swimming pool.
Restaurant
A modern multi-story building with a reflection in the water, surrounded by trees.
A modern house with a glass-enclosed dining area, surrounded by trees and a well-maintained garden.

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.
₹15,286
₹16,658 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 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.
A coffee station with two espresso machines, a coffee dispenser, and various coffee-related items.

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.
₹10,905
₹12,430 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

4. 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.
₹11,773
₹13,536 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 multi-story hotel with a prominent entrance and a parking lot.
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.

5. 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.
₹9,483
₹10,524 total
includes taxes & fees
12 Nov - 13 Nov
Hyatt Place Chicago/Lombard/Oak Brook
A large indoor swimming pool with a tiled floor, seating areas, and windows.
A spacious hotel lobby with a large seating area, a bar, and a view of the city.
A modern living room with a fireplace, sofas, and a coffee table.
A hotel with a stone facade, multiple windows, and a well-lit entrance.

6. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
Rosemont
  • Dive into aquatic bliss at this modern O'Hare hotel featuring a sparkling year-round indoor pool.
₹12,379
₹14,109 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Rosemont Chicago O'Hare
An indoor swimming pool with clear water, surrounded by lounge chairs and a potted plant.
A lobby with a large window, a reception desk, several sofas, and a patterned rug.
A carpeted staircase with a handrail, leading to a room with a desk and a plant.
A chef in a white uniform holding a plate with food and a pan.

7. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
  • Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.
₹12,831
₹14,625 total
includes taxes & fees
24 Nov - 25 Nov
Embassy Suites by Hilton Chicago O'Hare Rosemont
A golf course with a swimming pool, lounge area, and a pond.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A room with a large window, a bed, and a sofa.
A large hotel with a central courtyard, a lake, and a bridge.

8. 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.
₹11,600
₹14,449 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A swimming pool with clear water, surrounded by lounge chairs and tables, under a high ceiling with visible beams and ductwork.
A SpringHill Suites Marriott hotel with a modern facade, large windows, and a covered entrance.
A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.
A hotel lobby with multiple seating areas, a coffee station, and a television screen.

9. 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.
₹10,596
₹11,759 total
includes taxes & fees
8 Nov - 9 Nov
Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
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 multi-story hotel with a prominent "WESTIN" sign on the top.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.

10. 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.
₹11,583
₹12,855 total
includes taxes & fees
22 Nov - 23 Nov
The Westin Chicago Lombard
View all properties

Choose what matters most at hotels with a pool in Westchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Westchester Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Amazing all the way around!!!"
Ruben 1-night trip
Posted less than an hour ago
Congress Plaza Hotel
The Wade

The Wade

8/10 Good
"I don’t know if this is normal but u can always hear the elevator all night long going up and down, Beds are hard, not my ting"
Maximiliano 2-night trip
Posted 2 hours ago
The Wade
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Too expensive, but the location was excellent."
Victoria 2-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"The mattress was a little uncomfortable and pillows to high and small, but otherwise good."
Vivian 1-night trip
Posted 15 hours ago
Warwick Allerton - Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Staff was friendly and helpful."
joseph 3-night trip
Posted 17 hours ago
Hilton 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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