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

Find Family Hotels in Hillside, IL

  • 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 Family Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A modern bathroom with a toilet, sink, and mirror.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.
An indoor swimming pool with blue chairs and a tiled 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
NT$4,066
NT$4,553 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A gym with treadmills, elliptical machines, and weight equipment.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,469
NT$3,885 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Chicago Hillside
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.
A bathroom with a sink, toilet, and shower.
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$2,659
NT$2,977 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel room with a bed, a desk, a chair, and a window with curtains.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

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$3,900
NT$4,328 total
includes taxes & fees
Oct 4 - Oct 5
Carleton of Oak Park
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A modern bathroom with a sink, toilet, and bathtub.
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 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.

5. 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$2,993
NT$3,322 total
includes taxes & fees
Oct 4 - Oct 5
SureStay Plus Hotel by Best Western Chicago Lombard
A modern building with a glass facade and a curved structure.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A conference room with a long table, purple chairs, and framed pictures on the walls.
A woman running on a treadmill in a gym with another person in the background.

6. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
NT$5,118
NT$5,834 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency O'Hare Chicago
A multi-story hotel with a prominent "Hyatt Place" sign, a well-lit entrance, and a landscaped front yard.
A hotel room with a bed, a sofa, a desk, and a television.
A modern kitchen with white cabinets, a central island with beverages, and pendant lighting.
An indoor swimming pool with clear lanes, lounge chairs, and a tiled floor.

7. Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport
Rosemont
  • Family-friendly fun awaits near Chicago with pools, complimentary breakfast, and airport shuttles.
NT$4,642
NT$5,291 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chicago/O'Hare Airport
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.
A modern living room with a sectional sofa, a fireplace, and a bar area.
An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

8. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,194
NT$4,836 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont by IHG
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.

9. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Des Plaines
  • Family-friendly hotel offers indoor pool for kids and fitness facilities for parents near Allstate Arena.
NT$4,034
NT$4,759 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A La Quinta hotel with a modern exterior, a covered entrance, and a parking lot visible in the background.
A modern bathroom with a white sink, a large mirror with a circular light, and two wall-mounted paintings.
A hotel room with a large bed, a desk, a chair, a TV, and a small table.
A hotel room with a gray sectional sofa, a bed with white bedding, a painting on the wall, and a patterned carpet.

10. La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport
Rosemont
NT$3,832
NT$4,368 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta by Wyndham Chicago O'Hare Airport
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
"Perfect location."
Maria T 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The room was very spacious. The location of the hotel was great. The breakfast was delicious. We will definitely stay here again!"
Samantha 1-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"This was comfortable, well-located and cheaper than many of the other options during a busy week. The best amenity turned out to be the washer and drier since I was here for a cooking class and need to wash a chef's jacket every night."
Inger 2-night trip
Posted 6 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great hotel right by the river, clean and spacious rooms"
Chris 2-night trip
Posted 10 hours ago
L7 Chicago by LOTTE
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 10 hours ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 1 day ago
Freehand Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Excellent location!"
Jean 6-night trip
Posted 2 days ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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.

Explore a world of travel with Expedia