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

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Check availability on Westchester Hotels with a Pool

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Westchester hotels with a pool

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.
¥11,000
¥12,208 total
includes taxes & fees
Oct 18 - Oct 19
Chicago Club Inn & Suites

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.
¥21,612
¥26,572 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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.
¥14,449
¥16,035 total
includes taxes & fees
Oct 14 - Oct 15
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

4. Courtyard by Marriott Chicago Oakbrook Terrace

Courtyard by Marriott Chicago Oakbrook Terrace
York Center
  • Splash into blissful swims at this Chicago hotel's indoor sanctuary with cozy fireplace nearby.
¥17,100
¥19,149 total
includes taxes & fees
Oct 11 - Oct 12
Courtyard by Marriott Chicago Oakbrook Terrace

5. 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.
¥13,975
¥15,650 total
includes taxes & fees
Oct 19 - Oct 20
Rodeway Inn Lyons - La Grange

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 travelers.
¥16,786
¥18,798 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Chicago Oakbrook by IHG

7. 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.
¥18,512
¥20,545 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Place Chicago/Lombard/Oak Brook

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.
¥20,429
¥22,673 total
includes taxes & fees
Oct 11 - Oct 12
The Westin Chicago Lombard

9. 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.
¥15,202
¥17,327 total
includes taxes & fees
Oct 18 - Oct 19
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

10. 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 accommodations.
¥20,333
¥22,667 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn & Suites Downers Grove Chicago
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

The Wade

The Wade

10/10 Excellent
"ir was amazing! Just walking a few black for everything in my plans! Great staff, really nice hotel!!! I definitely would book again!"
Julio F. 2-night trip
Posted 8 hours ago
The Wade
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Good"
Kevin 3-night trip
Posted 9 hours ago
Hilton Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Had a great quick weekend stay- location was convenient. Had a corner room with a great view - would come back!"
Gretchen 2-night trip
Posted 14 hours ago
Eurostars Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great room in a world class city and the amenities were on point."
Tom 2-night trip
Posted 17 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"The staff is fantastic, everyone was kind and helpful. The rooms were clean and met all expectations."
Jonathan 2-night trip
Posted 2 days ago
Hampton Inn Chicago Downtown/Magnificent Mile

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. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: 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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