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
Sep 15 - Sep 16
Tomorrow
Sep 16 - Sep 17
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Hillside hotels with a pool

An indoor swimming pool with blue chairs and a tiled floor.
A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A modern bathroom with a toilet, sink, and mirror.
A hotel room with a blue sofa, a wooden coffee table, a bed with white linens, a desk with a chair, and a window with curtains.

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.
￥18,819
￥21,074 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and a concrete deck.
A modern kitchen with dark wood cabinets, stainless steel appliances, and a marble countertop.
A gazebo with a dome and columns, a brick pathway, and a building with a green roof in the background.
A gazebo with a dome roof and columns, surrounded by a brick pathway and landscaped garden beds with various plants.

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.
￥14,291
￥15,860 total
includes taxes & fees
Oct 12 - Oct 13
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
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.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.

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.
￥15,760
￥17,964 total
includes taxes & fees
Oct 4 - Oct 5
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
An indoor swimming pool with lounge chairs and a glass ceiling.
A glass-enclosed patio with outdoor seating and a view of the surrounding buildings.
A spacious lobby with a marble floor, modern lighting fixtures, a seating area with sofas and chairs, and a visible kitchen area in the background.

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.
￥10,369
￥11,509 total
includes taxes & fees
Oct 15 - Oct 16
Chicago Club Inn & Suites
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 modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.
A lobby with a sofa, chairs, a small table, and artwork on the walls.

5. 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.
￥19,898
￥22,680 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A kitchen counter with three large silver food covers, a framed photograph on the wall, and a tiled backsplash.
A covered outdoor seating area with wicker furniture and a view of the street.
A hotel room with a bed, desk, chair, TV, and a large window with a city view.

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.
￥17,585
￥19,692 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Chicago Oakbrook 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 Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

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.
￥20,824
￥23,944 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn Chicago-O'Hare International Airport
A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and a brick building with windows.
A spacious interior with a large dining table, comfortable seating, a fireplace, and large windows offering views of the city.
A reception desk with a stone wall backdrop, a plant, and a vase with flowers.

8. Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove
Downers Grove
  • Soak in sunshine at this Chicago-area outdoor pool, where loungers beckon for ultimate relaxation.
￥12,926
￥14,410 total
includes taxes & fees
Oct 5 - Oct 6
Best Western Chicago - Downers Grove
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 multi-story hotel with a prominent entrance and a parking lot.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.

9. 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.
￥18,202
￥20,200 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Place Chicago/Lombard/Oak Brook
A golf course with a swimming pool, lounge area, and a pond.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A room with a large window, a bed, and a sofa.
A spacious, modern interior with large windows offering views of a golf course and a lake.

10. 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.
￥21,376
￥26,282 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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

10/10 Excellent
"We opted into a days-long impromptu Chicago trip for and were pleasantly surprised by the experience. We loved our stay! Arrived in the morning and early check in was available, which allowed us to dive into exploring the city. The key cards are adorable—our favorites were the rabbit, the lioness, and the cow. The room was sizable, comfortable and incredibly clean. Best night’s sleep! It felt secure. Security was present, but not overbearing, and staff (desk, bellhops, valet attendants, housekeeping, you name it) were vigilant, attentive, pleasant, and accommodating; if they did not remember names, they remembered faces - a feat in a hotel in a city this size where they must see hundreds of people a day. Valet parking is available, valet staff were always present and active whenever we passed by. $80 for overnight parking. Restaurant on premises was solid. We enjoyed breakfast and dinner on two occasions; there is something for everyone on the menu. We had a river view from our rooms, as well as of the Wrigley Building and Marina Towers. The hotel is centrally located and we were a stone’s throw away from the architectural boat tour docks, the Chicago Architecture Center and Chicago Tribune Tower. Walking distance to the Bean, the Art Institute of Chicago, and a plethora of restaurants. You can take a water taxi to Navy Pier. When it was time to leave, our flight was cancelled last minute and rescheduled for later in the day; we were able to do late check out."
Tameka 2-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"It was a great location. Walked back from Soldier Field and close to restaurants and shopping. Spacious room."
Juhelia 1-night trip
Posted 4 hours ago
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Nice view. Really didn’t like the energy from the guy that checked my son and I in. Breakfast was included with our stay. But, he didn’t give us the voucher that was needed my son had to go get it. It was his 21st Birthday and I wanted him to stay somewhere nice"
Termeka 2-night trip
Posted 12 hours ago
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"."
Carlos 2-night trip
Posted 13 hours ago
Eurostars Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Clean and close to everything."
Steven 3-night trip
Posted 18 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Excellent stay as always."
Amit 2-night trip
Posted 19 hours ago
Fairmont Chicago at Millennium Park
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great weekend stay. Everything was amazing, down to location of getting around in the city. The ONLY downside was the cost of parking. It’s valet only and the price was not listed anywhere. It’s $88 a night if you’re doing overnight."
Brea 2-night trip
Posted 20 hours ago
InterContinental Chicago Magnificent Mile by IHG

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.

Explore a world of travel with Expedia