A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Find Hotels with a Pool in Hillside, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside Hotels with a Pool

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Hillside hotels with a pool

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Hillside
  • Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.
₩157,735
₩176,630 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. 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.
₩109,155
₩121,139 total
includes taxes & fees
Sep 7 - Sep 8
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

3. Hilton Garden Inn Chicago / Oak Brook

Hilton Garden Inn Chicago / Oak Brook
Yorkfield
  • Plunge into year-round pool bliss with the indoor swimming pool and revitalizing hot tub near Oakbrook Center Mall.
₩169,053
₩189,305 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Garden Inn Chicago / Oak Brook

4. 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.
₩141,754
₩161,572 total
includes taxes & fees
Sep 2 - Sep 3
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

5. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
  • Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
₩77,484
₩85,991 total
includes taxes & fees
Sep 24 - Sep 25
Chicago Club Inn & Suites

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 center nearby.
₩138,364
₩153,557 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Lombard/Oak Brook

7. 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.
₩169,053
₩210,570 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago/Oak Brook Hills Resort & Conference Center

8. 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.
₩152,200
₩170,433 total
includes taxes & fees
Sep 6 - Sep 7
Courtyard by Marriott Chicago Oakbrook Terrace

9. 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.
₩157,505
₩181,100 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Chicago-O'Hare International Airport
View all properties

Choose what matters most at hotels with a pool in Hillside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Hillside Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Our second stay at the Royal Sonesta, and once again, we had a wonderful experience! The location is perfect for shopping, dining, and all the tourist attractions. Ubers were easy to get at any time of day or night, which made getting around so convenient although lots is within walking distance. The staff was friendly and welcoming, and we really enjoyed having the on-site bar and restaurant for a quick bite or a drink before heading out. Housekeeping did tidy our room each day. My only complaint was that one of the channels we watch frequently was glitching throughout our stay. We didn’t report it during our visit since we weren’t planning to spend much time in the room anyway. Overall, we had another great stay and would definitely recommend the Royal Sonesta! ⭐️"
Gwendolyn 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Loved our stay"
Jaclyn 3-night trip
Posted 6 hours ago
Crowne Plaza Chicago West Loop by IHG
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"The staff was very friendly and helpful. The room and hotel was clean and comfortable."
Shenise 1-night trip
Posted 9 hours ago
Hyatt Regency McCormick Place Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great place, friendly/helpful staff, clean/nice rooms (although not a lot of insulation between rooms), good location to parks, museums, and shopping."
Sarah 3-night trip
Posted 10 hours ago
Fairmont Chicago at Millennium Park

Frequently asked questions

What are some accommodations with pools in Hillside?
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, 5-minute walk from Chicago Riverwalk. Provides 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Kasa Magnificent Mile Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Hillside?
Explore places like Wrigley Field, Soldier Field, and Navy Pier while you're in the area. Take a walk along the waterfront at North Avenue Beach and Oak Street Beach. Travelers love Hillside for its array of dining options.
When is the best time to book a hotel with a pool in Hillside?
You may want to consider a place to stay that offers an outdoor pool if you will be visiting Hillside in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F.

Explore a world of travel with Expedia