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

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Check availability on Hillside Family Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Hillside family-friendly hotels

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,709
NT$3,033 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Chicago Hillside
A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
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.

2. 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
NT$3,761
NT$4,212 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A bathroom with a sink, toilet, and shower.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
A living room with a sofa, a coffee table, a TV, and an air conditioner.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,539
NT$2,843 total
includes taxes & fees
Sep 8 - Sep 9
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.
A hotel room with a bed, a desk, a chair, and a window with curtains.

4. Carleton of Oak Park

Carleton of Oak Park
Oak Park
  • Family fun awaits at this boutique Oak Park hotel with kitchenettes, premium TV, and easy access to the conservatory.
NT$3,901
NT$4,330 total
includes taxes & fees
Sep 20 - Sep 21
Carleton of Oak Park
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.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.

5. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
Lombard
  • Fun family stays with an indoor pool create lasting memories at this centrally located Lombard hotel.
NT$3,187
NT$3,537 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Lombard/Oak Brook
A lobby with a staircase, two armchairs, a table, and a potted plant.
A building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.
A modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.
A bar area with multiple screens, a bar counter, and several black bar stools.

6. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,840
NT$3,266 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn O'Hare Airport
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.

7. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
  • Family escapes with arcade games and free airport shuttle at O'Hare's welcoming destination for all generations.
NT$3,224
NT$3,707 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Suites Chicago O'Hare Airport
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.
A modern bathroom with a bathtub, toilet, and sink.
A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

8. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
Highland Hills
  • Chicago's family escape with free breakfast and premium entertainment includes free parking and Netflix streaming.
NT$3,085
NT$3,424 total
includes taxes & fees
Sep 1 - Sep 2
SureStay Plus Hotel by Best Western Chicago Lombard
A spacious lobby with a central coffee table, sofas, and a large mirror.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NT$4,270
NT$5,077 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection Ambassador Gold Coast
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A hotel room with a large bed, a TV, a desk, and a chair.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

10. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
NT$3,889
NT$4,624 total
includes taxes & fees
Aug 30 - Aug 31
Central Loop Hotel
View all properties

Choose what matters most at family-friendly hotels in Hillside

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Hillside Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great stay I would get the food package."
Jennifer 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"victoria the staff at the front desk was very helpful and knowledgeable about our stay and surrounding activities outside she made sure our stay was comfortable and enjoyable she really went out her way everytime she seen us"
Gregory 3-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Our second stay at the Royal Sonesta, and once again, we had a wonderful experience! The location is perfect for shopping, dining, and all the tourist attractions. Ubers were easy to get at any time of day or night, which made getting around so convenient although lots is within walking distance. The staff was friendly and welcoming, and we really enjoyed having the on-site bar and restaurant for a quick bite or a drink before heading out. Housekeeping did tidy our room each day. My only complaint was that one of the channels we watch frequently was glitching throughout our stay. We didn’t report it during our visit since we weren’t planning to spend much time in the room anyway. Overall, we had another great stay and would definitely recommend the Royal Sonesta! ⭐️"
Gwendolyn 3-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Loved our stay"
Jaclyn 3-night trip
Posted 9 hours ago
Crowne Plaza Chicago West Loop by IHG
River Hotel

River Hotel

10/10 Excellent
"Overall a great stay location is perfect and the view was amazing. Room was basic and simple but it was clean. Everything worked so I’d recommend it for future travelers."
Jasmon 3-night trip
Posted 11 hours ago
River Hotel

Frequently asked questions

What's Hillside like for family-friendly vacations?
The relaxing destination of Hillside is a great choice if you've been considering a vacation with the kids. The entertainment, forests, and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Chicago O'Hare Intl. Airport (ORD), which is the closest airport, or Chicago Midway Airport (MDW), which is located 10.4 mi (16.7 km) from the city center.
When's the best time to book a family-friendly vacation in Hillside?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What's there to see and do with your family in Hillside?
While you are vacationing in Hillside, you and the family might want to see interesting spots such as Wrigley Field and Soldier Field. Make sure you have plenty of time to take in activities in the area like Navy Pier, United Center, and Michigan Avenue.

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