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

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Westchester hotels with a pool

An indoor swimming pool with lounge chairs and a glass ceiling.
A spacious lobby with a marble floor, modern lighting fixtures, a seating area with sofas and chairs, and a visible kitchen area in the background.
A glass-enclosed patio with outdoor seating and a view of the surrounding buildings.

1. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
  • Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
RM244
RM271 total
includes taxes & fees
13 Oct - 14 Oct
Chicago Club Inn & Suites
A golf course with a swimming pool, lounge area, and a pond.
A room with a large window, a bed, and a sofa.
A large hotel with a central courtyard, a lake, and a bridge.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.

2. 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.
RM564
RM694 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and a concrete deck.
A building with a central dome structure, surrounded by a paved courtyard with patterned paving and symmetrical landscaping.
A gazebo with a dome and columns, a brick pathway, and a building with a green roof in the background.
A gazebo with a dome roof and columns, surrounded by a brick pathway and landscaped garden beds with various plants.

3. Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
Elmhurst
  • Splash into a relaxing getaway at this Chicago-area hotel with an indoor pool and terrace.
RM377
RM419 total
includes taxes & fees
12 Oct - 13 Oct
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
An indoor swimming pool with clear blue water, white walls, and blue accents.
A breakfast bar with a coffee machine, muffin tray, and a sign indicating the breakfast menu.
A modern bathroom with a granite countertop, a large mirror, and a shower area with a glass door.
A modern hotel room with a large bed, a desk, and a seating area.

4. Rodeway Inn Lyons - La Grange

Rodeway Inn Lyons - La Grange
Lyons
  • Swim year-round in a tranquil indoor pool at this convenient train station motel.
RM361
RM404 total
includes taxes & fees
30 Sept - 1 Oct
Rodeway Inn Lyons - La Grange
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 multi-story hotel with a prominent entrance and a parking lot.
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.
RM480
RM533 total
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A reception area with three wooden reception desks, a glass wall on the left, and a colorful artwork on the right.
A hotel room with a bed, desk, chair, TV, and a large window with a city view.
A covered outdoor seating area with wicker furniture and a view of the street.

6. 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.
RM464
RM520 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Chicago Oakbrook by IHG
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
A modern restaurant with wooden chairs, a long counter, and a buffet area.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.

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

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Bensenville
  • Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.
RM394
RM450 total
includes taxes & fees
4 Oct - 5 Oct
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
An indoor swimming pool with tiled flooring, a clear blue pool, and a ceiling with recessed lighting.
A modern lobby with a round blue sofa, a chandelier, and a view of the outside.
A Hampton Inn & Suites by Hilton building with a brick facade, large windows, and a covered entrance area.
A modern cafe with a bar area, seating arrangements, and large windows providing natural light.

8. Hampton Inn & Suites Downers Grove Chicago

Hampton Inn & Suites Downers Grove Chicago
Downers Grove
  • Enjoy a refreshing pool escape at this Chicago-area hotel, where the indoor aquatic retreat complements stylish accommodation.
RM531
RM592 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Downers Grove Chicago
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 spacious lobby with a central seating area, large wooden columns, and potted plants.

9. 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.
RM585
RM649 total
includes taxes & fees
20 Sept - 21 Sept
The Westin Chicago Lombard
An indoor swimming pool with clear water, surrounded by windows offering views of the parking lot and trees.
A hotel reception area with a modern design, including a reception desk, a digital display, and seating arrangements.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering a view of the cityscape.
A modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.

10. Hampton Inn & Suites Chicago-Burr Ridge

Hampton Inn & Suites Chicago-Burr Ridge
Burr Ridge
  • Dip into year-round refreshment at this indoor pool sanctuary near SeatGeek Stadium, where comfort meets convenience.
RM597
RM657 total
includes taxes & fees
4 Oct - 5 Oct
Hampton Inn & Suites Chicago-Burr Ridge
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The staff was extremely helpful and courteous."
Nicole 2-night trip
Posted 1 hour ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Clean comfortable room. Great place to stay if you have an early flight. It’s a short walk to terminal and you don’t even have to go outside."
Cynthia 1-night trip
Posted 5 hours ago
Hilton Chicago O'Hare Airport
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Clean rooms and welcoming staff! Family oriented, great with children! Close to events, activities and restaurants! Enjoyed our stay !"
Nancy 2-night trip
Posted 11 hours ago
The Royal Sonesta Chicago Downtown
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Wonderful location! Nice continental breakfast! The fitness center was nice. The outdoor rooftop pool was not filled during our time there. The elevators were quick."
Adina 1-night trip
Posted 14 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great"
Hiba 3-night trip
Posted 17 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"
Donna 1-night trip
Posted 21 hours ago
Congress Plaza Hotel

Frequently asked questions

What are some accommodation options with pools in Westchester?
Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. 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. Kasa Magnificent Mile Chicago: Hotel steps from Michigan Avenue. Offers 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 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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