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

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Hillside hotels with a pool

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,004 reviews)
"Nicer place,good breakfast."
United States
Altea
The price is AED 367
AED 411 total
includes taxes & fees
22 Nov - 23 Nov
Best Western Plus Chicago Hillside
An indoor swimming pool with blue chairs and a tiled floor.

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.4 out of 10, Good, (1,002 reviews)
"I would stay again"
United States
Diane
The price is AED 408
AED 457 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,001 reviews)
"Everything was wonderful"
United States
Pamela
The price is AED 287
AED 321 total
includes taxes & fees
29 Nov - 30 Nov
MainStay Suites Chicago Hillside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Hillside

Breakfast included
Hot tub

Top Hillside Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"We had a great experience. The room was very large and extremely clean. The rooftop seating and restaurant were very nice. The staff throughout the resort were friendly and welcoming. The loop location was perfect. Close to many nice restaurants, museums, stores and the beautiful River walk."
tyrone 3-night trip
Posted 7 hours ago
Sports Illustrated Resorts Chicago

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. 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 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.