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

Hillside Hotels with Swimming Pool

  • 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
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
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.
RM519
RM581 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
An indoor swimming pool with clear water, sunlit by large windows, surrounded by lounge chairs and a lifeguard stand.
A modern kitchen with a central island, stainless steel appliances, and a large window.
A modern bar area with a central island, bar stools, shelves with bottles, and pendant lighting.
A modern kitchen with a dishwasher, microwave, and built-in oven. There is a dining area with a large island and bar stools. A flat-screen TV is mounted on the wall.

2. Hyatt House Chicago Oak Brook

Hyatt House Chicago Oak Brook
Oak Brook
  • Splash into family-friendly relaxation with this hotel's refreshing indoor pool oasis near Oakbrook Centre Mall.
RM768
RM837 total
includes taxes & fees
30 Oct - 31 Oct
Hyatt House Chicago Oak Brook
A swimming pool with clear water, marked depth lines, and safety signs.
A Holiday Inn Express & Suites hotel with a modern design, multiple floors, and a parking lot.
A modern lobby with a reception desk, seating area, and a large window providing natural light.
A hotel room with two beds, a desk, a chair, a TV, and a large window.

3. 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.
RM568
RM647 total
includes taxes & fees
4 Oct - 5 Oct
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 hotel room with two beds, a desk, a TV, and a window with curtains.
A living room with two sofas, a fireplace, a TV, and a bookshelf.

4. 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.
RM396
RM451 total
includes taxes & fees
25 Oct - 26 Oct
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.

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.
RM690
RM752 total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Lodge Oak Brook Chicago
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
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.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

6. 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.
RM511
RM587 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
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.
A covered outdoor seating area with wicker furniture and a view of the street.

7. 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.
RM437
RM489 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Chicago Oakbrook by IHG
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A hotel room with a large bed, a sofa, a desk, and a TV.
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.

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 centre nearby.
RM409
RM453 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Lombard/Oak Brook
A golf course with a swimming pool, lounge area, and a pond.
A spacious, modern interior with large windows offering views of a golf course and a lake.
A room with a large window, a bed, and a sofa.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.

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.
RM499
RM622 total
includes taxes & fees
2 Nov - 3 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A multi-story hotel with a prominent "WESTIN" sign on the top.
A modern hotel room with a large bed, a desk, a chair, and a TV.

10. 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.
RM535
RM594 total
includes taxes & fees
18 Oct - 19 Oct
The Westin Chicago Lombard
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

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 22Β°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 -1Β°C.

Explore a world of travel with Expedia