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

Hotels with Swimming Pools in Hillside

  • 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 Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Hillside hotels with a pool

An indoor swimming pool with blue chairs and a tiled floor.
A modern bathroom with a toilet, sink, and mirror.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.
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.
S$176
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A swimming pool with clear water, marked depth lines, and safety signs.
A modern bathroom with a large mirror, a sink, a toilet, and a glass shower enclosure.
A hotel room with two beds, a desk, a chair, a TV, and a large window.
A lobby with a sofa, chairs, a small table, and artwork on the walls.

2. 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.
S$178
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
A modern restaurant with wooden chairs, a long counter, and a buffet area.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.
A living room with two sofas, a fireplace, a TV, and a bookshelf.

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.
S$141
includes taxes & fees
8 Nov - 9 Nov
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
A poolside area with lounge chairs and a swimming pool.
A banquet hall with round tables, chairs, and chandeliers.
A modern building with a flat roof, large windows, and a reflection in the water.
A gym with treadmills, elliptical machines, and weight stations.

4. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
Oak Brook
  • Discover serene luxury at this lakeside hotel where an indoor pool sanctuary awaits, surrounded by lush forests and hiking trails.
S$225
includes taxes & fees
25 Oct - 26 Oct
Hyatt Lodge Oak Brook Chicago
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

5. 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.
S$184
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A multi-story hotel with a prominent "WESTIN" sign on the top.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.

6. 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.
S$199
includes taxes & fees
23 Oct - 24 Oct
The Westin Chicago Lombard
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A multi-story hotel with a prominent entrance and a parking lot.
A lobby with seating areas, a reception desk, and a decorative wall.

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 centre nearby.
S$145
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A reception area with three wooden reception desks, a glass wall on the left, and a colorful artwork on the right.
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.

8. 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 travellers.
S$136
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Chicago Oakbrook by IHG
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 large hotel with a central courtyard, a lake, and a bridge.

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.
S$195
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with a central fountain, surrounded by lounge chairs and a palm tree.
A hotel room with a large bathtub, a bed with a wooden headboard, a bedside table with a lamp, and a wall-mounted mirror.
A spacious lobby with a central seating area, a fireplace, and a large wall-mounted TV.
A large, multi-story hotel with a prominent "Hilton Garden Inn" sign, a covered entrance, and a parking lot.

10. Hilton Garden Inn Chicago OHare Airport

Hilton Garden Inn Chicago OHare Airport
Des Plaines
  • Pool paradise with sparkling indoor swimming and children's area makes for family-friendly aquatic fun at this clean, modern hotel.
S$178
includes taxes & fees
31 Oct - 1 Nov
Hilton Garden Inn Chicago OHare 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 Wade

The Wade

10/10 Excellent
"Will definitely book again"
Brittney 2-night trip
Posted 7 hours ago
The Wade
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"a bit old building, non reliable internet, noisy in the rooms facing Michigan, friendly staff"
Evgenii 2-night trip
Posted 7 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"I had wanted to stay here for a long time so I could swim laps in the beautiful pool. It did not disappoint! The hotel location is excellent. Would definitely stay again."
Tara 1-night trip
Posted 11 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Very convenient to just walk to your hotel from the airport. Comfortable room. Excellent Fitness facility. I really liked it except for the price! $$$$"
Marcia 1-night trip
Posted 11 hours ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"
Angela 1-night trip
Posted 15 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

What are some accommodation options 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 centre.
What is there to see and do in Hillside?
Explore places such as 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. Travellers 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 with an outdoor swimming pool if you'll be visiting Hillside in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

Explore a world of travel with Expedia