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

Hillside Hotel with Pool

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Check availability on Hillside Hotel with Pool

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
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 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.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.
A modern bathroom with a toilet, sink, and mirror.

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.
HK$957
HK$1,072 total
includes taxes & fees
13 Oct - 14 Oct
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.
HK$1,169
HK$1,333 total
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 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 restaurant with wooden chairs, a long counter, and a buffet area.

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.
HK$760
HK$867 total
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
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 hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

4. 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.
HK$981
HK$1,128 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
A poolside area with lounge chairs and a swimming pool.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.
A modern building with a flat roof, large windows, and a reflection in the water.
A gym with treadmills, elliptical machines, and weight stations.

5. 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.
HK$1,263
HK$1,377 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Lodge Oak Brook Chicago
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
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.
A modern hotel room with a large bed, a desk, a chair, and a TV.

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.
HK$1,099
HK$1,219 total
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 lobby with seating areas, a reception desk, and a decorative wall.
A hotel room with a large bed, a sofa, a desk, and a TV.
A multi-story hotel with a prominent entrance and a parking lot.

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.
HK$816
HK$906 total
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 hotel room with a bed, desk, chair, TV, and a large window with a city view.
A kitchen counter with three large silver food covers, a framed photograph on the wall, and a tiled backsplash.

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.
HK$777
HK$870 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Chicago Oakbrook by IHG
A swimming pool with clear water, surrounded by a tiled deck and wicker furniture.
A hotel room with a large bed, a TV, a desk, and a window with curtains.
A spacious indoor dining area with multiple tables and chairs, a patterned carpet, and hanging decorative lights.
A hotel room with a dining area, a sofa, and a TV.

9. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
  • Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.
HK$1,194
HK$1,361 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago O'Hare Rosemont
An indoor swimming pool with a central fountain, surrounded by lounge chairs and a palm tree.
A spacious lobby with a central seating area, a fireplace, and a large wall-mounted TV.
A bar area with a long counter, multiple bar stools, and a television screen.
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.
HK$959
HK$1,093 total
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Perfect location. Everything within walking distance. Bar was amazing"
Mohit 3-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room was clean. Food and service in bar was very good."
Jennifer 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Loved everything about this b"
Andrea 4-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Great location, clean rooms, super kind staff."
Enrique 3-night trip
Posted 5 hours ago
Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"I enjoyed the property's elegance and location, with all the sightseeing sites within walking distance of the hotel. I also enjoyed the Irish pub and restaurant in the main lobby."
Linda 3-night trip
Posted 5 hours ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"We appreciated the proximity to the airport and the convenience of staying there since we were just making a connection for a flight the next morning"
Susan 1-night trip
Posted 8 hours ago
Hilton Chicago O'Hare Airport
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great location. Rooms are very comfortable, clean, and luxurious. Had a great sister's weekend at this location!"
Mona 1-night trip
Posted 11 hours ago
Fairmont Chicago at Millennium Park
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Clean, quiet, comfortable, convenient with great check-in service. Affordable. Great location. All you need."
Forrest 1-night trip
Posted 2 days ago
Club Quarters Hotel, Central Loop, Chicago

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.

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