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

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Check availability on Hillside Hotels with a Pool

Tonight
21 Sep - 22 Sep
Tomorrow
22 Sep - 23 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

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.
AED 448
AED 502 total
includes taxes & fees
29 Sep - 30 Sep
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.
AED 340
AED 378 total
includes taxes & fees
12 Oct - 13 Oct
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

3. 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.
AED 356
AED 406 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

4. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
  • Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
AED 281
AED 311 total
includes taxes & fees
20 Oct - 21 Oct
Chicago Club Inn & Suites

5. 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.
AED 393
AED 440 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Chicago Oakbrook by IHG

6. 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.
AED 511
AED 582 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Bensenville - O'Hare by IHG

7. 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.
AED 496
AED 570 total
includes taxes & fees
30 Sep - 1 Oct
Hampton Inn Chicago-O'Hare International Airport

8. 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.
AED 433
AED 481 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Place Chicago/Lombard/Oak Brook

9. 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.
AED 509
AED 626 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center

10. 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.
AED 316
AED 354 total
includes taxes & fees
13 Oct - 14 Oct
Rodeway Inn Lyons - La Grange
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Beautiful building and a great stay. I had a lake view room and this was my second time staying here!"
Jamea 1-night trip
Posted less than an hour ago
Congress Plaza Hotel
The Wade

The Wade

10/10 Excellent
"Absolutely perfect location with great lakeview rooms. Walkable to all areas, including Magnificent Mile and Oak Street Beach. Great spot, nice room and amenities."
Timothy 2-night trip
Posted 1 hour ago
The Wade
Hilton Chicago

Hilton Chicago

8/10 Good
"We loved the historic aspects of the hotel. It takes up an entire city block and is packed with so much history celebrating nearly 100 years in business. However that comes with the downside of lower ceilings, older rooms, etc. the room was small but very clean and reasonable, I just prefer something more spacious than a bed 3ft from the bathroom. The hotel was absolutely beautiful and had a ton of amenities and was walkable to all of Chicago’s touristy spots which was a plus. Nina told us a bunch of fun fact and offered us water (please take it… it’s $9 a bottle at the store downstairs). Would definitely tell friends and family to stay here."
Alivia 2-night trip
Posted 8 hours ago
Hilton Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great stay! Courteous staff"
Andrew K. 1-night trip
Posted 14 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"The lobby looks shabby but the staff was helpful and well informed about Chicago options for visitors."
Brenda 5-night trip
Posted 18 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

What are some accommodations with pools in Hillside?
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 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.