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

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Check availability on Hillside Hotels with a Pool

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 reception area with two reception desks, a wall-mounted display, and a carpeted floor.

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.
CA $181
CA $202 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area 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 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.

2. 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.
CA $138
CA $157 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
An indoor swimming pool with clear water, sunlit by large windows, surrounded by lounge chairs and a lifeguard stand.
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.
A modern kitchen with a central island, stainless steel appliances, and a large window.
A modern restaurant with high ceilings, large windows, and a variety of seating options including tables, booths, and a long counter.

3. 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.
CA $267
CA $291 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt House Chicago Oak Brook
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 banquet hall with round tables, chairs, and chandeliers.

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.
CA $229
CA $250 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Lodge Oak Brook Chicago
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 coffee station with two espresso machines, a coffee dispenser, and various coffee-related items.
A hotel room with two beds, a desk, a chair, a TV, and a large window.

5. 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.
CA $183
CA $209 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Bensenville - O'Hare 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 lobby with seating areas, a reception desk, and a decorative wall.
A multi-story hotel with a prominent entrance and a parking lot.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.

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.
CA $142
CA $158 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Lombard/Oak Brook
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone wall.
A kitchen counter with three large silver food covers, a framed photograph on the wall, and a tiled backsplash.
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.

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.
CA $141
CA $158 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Chicago Oakbrook by IHG
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 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.

8. 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.
CA $178
CA $204 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago-O'Hare International Airport
A golf course with a swimming pool, lounge area, and a pond.
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.
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.
CA $174
CA $216 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious lobby with a central seating area, large wooden columns, and potted plants.
A multi-story hotel with a prominent "WESTIN" sign on the top.

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.
CA $186
CA $207 total
includes taxes & fees
Oct 18 - Oct 19
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Great property and location! Thanks staff for enjoyable stay!"
Arnold 3-night trip
Posted 2 hours ago
The Wade
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The check-in process went smoothly, the location is great, and the rooms are spacious. Most of the amenities do show their age, but overall, it is an excellent place to stay for the price."
Muhammad Salman 1-night trip
Posted 3 hours ago
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 2 days ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What are some accommodations 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 center.
What is there to see and do in Hillside?
Explore places like 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. Travelers 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 that offers an outdoor pool if you will be visiting Hillside in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F.

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