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

Hotels with Swimming Pool in Westchester, Chicago

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Check availability on Westchester Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 central island, stainless steel appliances, and a large window.
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.

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 Center Mall.
P11,697
P12,748 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt House Chicago Oak Brook
A poolside area with lounge chairs and a swimming pool.
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.
A modern building with a flat roof, large windows, and a reflection in the water.

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.
P10,071
P10,975 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Lodge Oak Brook Chicago
A swimming pool with clear water, marked depth lines, and safety signs.
A hotel room with two beds, a desk, a chair, a TV, and a large window.
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.

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.
P8,695
P9,910 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
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 hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

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.
P7,819
P8,990 total
includes taxes & fees
Nov 1 - Nov 2
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.

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 center nearby.
P6,631
P7,359 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Lombard/Oak Brook
A swimming pool with lounge chairs and a potted plant.
A spacious indoor dining area with multiple tables and chairs, surrounded by balconies and potted plants.
A lobby with a reception desk, seating area, and large windows.
A building with a sign that reads "Park Tavern."

6. 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.
P9,181
P10,465 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago O'Hare Rosemont
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
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.

7. 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.
P8,194
P9,094 total
includes taxes & fees
Oct 18 - Oct 19
The Westin Chicago Lombard
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.

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.
P7,643
P9,520 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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.
An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.
A hotel with a stone facade, multiple windows, and a well-lit entrance.

9. 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.
P7,643
P8,711 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Rosemont Chicago O'Hare
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 living room with two sofas, a fireplace, a TV, and a bookshelf.
A hotel room with two beds, a desk, a TV, and a window with curtains.

10. 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.
P6,061
P6,909 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
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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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"N:a"
Julie 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

8/10 Good
"Solid 4 out of 5 star hotel. Great location and helpful staff. No room service keeps it from 5 star territory."
Eric 3-night trip
Posted 8 hours ago
Hilton Chicago
The Wade

The Wade

10/10 Excellent
"Everything was super clean They made the bed everyday and made sure we had fresh towels. Every time we went into the elevator the staff was very friendly and even asked how our day was going or did we slept well"
Clarissa 4-night trip
Posted 10 hours ago
The Wade
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Clean sensible hotel. Can’t beat location."
Michael 1-night trip
Posted 11 hours ago
InterContinental Chicago Magnificent Mile by IHG
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"Nice room and great location…need a restaurant and real bar-bar is sort of open…would like to see it after they really rebrand everything"
Matthew 1-night trip
Posted 13 hours ago
Sports Illustrated Resorts Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The room was spacious and the bed was very comfortable. The check in was easy and they gave us a voucher for a drink in the lounge bar. We had a very nice stay. Great location, the river walk is with in walking distance."
Guadalupe 1-night trip
Posted 13 hours ago
Hyatt Regency Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 2 days ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What are some accommodations 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 center.
What is there to see and do in Westchester?
While you're in the area, consider exploring places like 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're planning to visit Westchester in the hottest months of July, August, or June when the average temp is 71°F. Lodging 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 31°F.

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