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

Hillside Hotel Guide - Hotels with Pool in Hillside, Chicago

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Check availability on Hillside Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 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 multi-story hotel with a central entrance, a flag, and a sign for Express Suites.

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.
€123
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A swimming pool with clear water, surrounded by lounge chairs and tables, under a high ceiling with visible beams and ductwork.
A SpringHill Suites Marriott hotel with a modern facade, large windows, and a covered entrance.
A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.
A hotel lobby with multiple seating areas, a coffee station, and a television screen.

2. Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
Elmhurst
  • Dive into the hotel's all-season indoor pool with refreshing aquatic amenities, just steps from Fashion Outlets of Chicago.
€115
includes taxes & fees
25 Oct - 26 Oct
Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.
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.
€99
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 hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.

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.
€157
includes taxes & fees
25 Oct - 26 Oct
Hyatt Lodge Oak Brook Chicago
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A multi-story hotel with a prominent entrance and a parking lot.
A lobby with seating areas, a reception desk, and a decorative wall.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.

5. 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.
€99
includes taxes & fees
12 Nov - 13 Nov
Hyatt Place Chicago/Lombard/Oak Brook
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.

6. 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.
€125
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
A golf course with a swimming pool, lounge area, and a pond.
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.
A spacious, modern interior with large windows offering views of a golf course and a lake.

7. 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.
€136
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 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.

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.
€95
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Chicago Oakbrook by IHG
A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.
A modern hotel room with a large bed, a desk, a chair, and a TV.
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.

9. 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.
€139
includes taxes & fees
25 Oct - 26 Oct
The Westin Chicago Lombard
A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and a brick building with windows.
A hotel room with a bed, a small kitchenette, a flat-screen TV, and a walk-in closet.
Lobby
A reception desk with a stone wall backdrop, a plant, and a vase with flowers.

10. 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.
€75
includes taxes & fees
1 Nov - 2 Nov
Best Western Chicago - Downers Grove
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Choose what matters most at hotels with a pool in Hillside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Hillside Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"The staff at Gold Club. Mandan geninely treats you like your guest at her own home. We were at the hotel for Chicago Marathon; and their soecial athlete breakfast and attention to details were very helpful."
Ahmad reza 4-night trip
Posted 10 hours ago
Fairmont Chicago at Millennium Park
The Wade

The Wade

10/10 Excellent
"Great location for those that want to be downtown with easy access to everything!"
MARIA 3-night trip
Posted 12 hours ago
The Wade
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Awesome Location, free expresso machine"
Eugene 5-night trip
Posted 16 hours ago
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Hands-down, always my favorite place to stay when I am in Chicago. I’ve been staying here for years. It’s essentially located so you can walk everywhere to the magnificent mile to the Gold Coast Beach to all of the shopping. Restaurants are right next to it. There is a true food, kitchen and a soul cycle right next to it as well and Tal nightclub is also right next-door. The staff is absolutely amazing in the rooms are luxurious for a great price."
Danielle 1-night trip
Posted 17 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location... Amazing hotel..."
katryna 2-night trip
Posted 19 hours ago
The Royal Sonesta Chicago Downtown

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.