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

Hotels with Swimming Pools in Hillside

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Check availability on Hillside Hotels with Swimming Pools

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Hillside hotels with a pool

An indoor swimming pool with blue chairs and a tiled floor.
A reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.
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.
An indoor swimming pool with clear water, a diving board, and several green chairs around the pool.

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$162
includes taxes & fees
7 Sept - 8 Sept
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 gazebo with a dome roof and columns, surrounded by a brick pathway and landscaped garden beds with various plants.
A building with a central dome structure, surrounded by a paved courtyard with patterned paving and symmetrical landscaping.
A gazebo with a dome and columns, a brick pathway, and a building with a green roof in the background.

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.
S$104
includes taxes & fees
7 Sept - 8 Sept
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
An indoor swimming pool with a 'NO DIVING' sign, seating area, and large windows.
A multi-story hotel with a green lawn and flagpoles.
A bar area with a long counter, multiple stools, and a television screen above the bar.
A hotel room with a bed, bedside table, and a wall-mounted artwork.

3. Hilton Garden Inn Chicago / Oak Brook

Hilton Garden Inn Chicago / Oak Brook
Yorkfield
  • Plunge into year-round pool bliss with the indoor swimming pool and revitalising hot tub near Oakbrook Centre Mall.
S$174
includes taxes & fees
10 Sept - 11 Sept
Hilton Garden Inn Chicago / Oak Brook
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.

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.
S$149
includes taxes & fees
8 Sept - 9 Sept
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.

5. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
  • Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.
S$79
includes taxes & fees
27 Sept - 28 Sept
Chicago Club Inn & Suites
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 room with a large bed, a sofa, a desk, and a TV.

6. 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$141
includes taxes & fees
7 Sept - 8 Sept
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.

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.
S$194
includes taxes & fees
30 Aug - 31 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A swimming pool with lounge chairs and a view of the outside.
A courtyard with outdoor seating, a fire pit, and a building with balconies.
A modern living room with a sectional sofa, armchairs, and a coffee table.
A Courtyard by Marriott hotel with a covered entrance, landscaped garden, and a well-lit facade.

8. Courtyard by Marriott Chicago Oakbrook Terrace

Courtyard by Marriott Chicago Oakbrook Terrace
York Center
  • Splash into blissful swims at this Chicago hotel's indoor sanctuary with cosy fireplace nearby.
S$157
includes taxes & fees
6 Sept - 7 Sept
Courtyard by Marriott Chicago Oakbrook Terrace
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 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.

9. 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$210
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Chicago-O'Hare International 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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Parking was terrible but that’s just Chicago in general. The hotel itself was great. Room view wasn’t but we weren’t there for the room view."
Justin 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"This was one of my favorite stays in Chicago. The rooms are clean, they have a coffee shop and full bar available and the staff was super helpful and friendly. The pool was okay. I would’ve wished for it to be outdoors but my little one loved it no matter what. Breakfast, great. Couldn’t have asked for anything more."
Daniela 1-night trip
Posted 3 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The location is excellent and I believe it's the only hotel right in the airport so we have stayed here several times with great success. They have everything set up for easy check-in and check-out due to the high volume of airport travelers. Rooms are spacious and clean."
Douglas 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"We loved our stay, we will come back and stay every time we’re in Chicago."
Chris 1-night trip
Posted 8 hours ago
Hyatt Regency McCormick Place Chicago
The Wade

The Wade

10/10 Excellent
"Good stay, great location"
Ayomikun Jedidiah 3-night trip
Posted 2 days ago
The Wade

Frequently asked questions

What are some accommodation options with pools in Hillside?
Congress Plaza 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, 5-minute walk from Chicago Riverwalk. Provides 2 restaurants, an indoor pool and a sauna. Hilton Chicago O'Hare Airport: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. Kasa Magnificent Mile Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access.
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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