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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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$3,956
NT$4,430 total
includes taxes & fees
Nov 12 - Nov 13
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 hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A bathroom with a shower, a sink with a mirror, and a towel rack.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,485
NT$3,902 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus Chicago Hillside
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 hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,830
NT$3,169 total
includes taxes & fees
Nov 8 - Nov 9
MainStay Suites Chicago Hillside
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.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

4. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
NT$4,020
NT$4,622 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago-O'Hare International Airport
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A hotel room with a bed, a desk, a chair, and a window with curtains.
A residential street with a sidewalk, houses, and greenery.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

5. 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$3,937
NT$4,369 total
includes taxes & fees
Oct 21 - Oct 22
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 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.
A modern bathroom with a sink, toilet, and bathtub.
A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

6. 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$3,090
NT$3,429 total
includes taxes & fees
Oct 22 - Oct 23
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.

7. 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$4,181
NT$4,933 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
A modern living room with a sectional sofa, a fireplace, and a bar area.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,470
NT$5,152 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont by IHG
A spacious lounge area with leather sofas, a coffee table, and a patterned rug.
A modern lounge area with a sectional sofa, a fireplace, and a bar with stools.
A spacious room with large windows, a sofa, a dining table, and a small round table with a lamp.
A modern kitchen with a dining area, large windows, and a staircase to an upper level.

9. Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG
Rosemont
NT$4,599
NT$5,355 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chicago O'Hare - Rosemont by IHG
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.
A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.
A restaurant with booths and tables, a television on the wall, and a view of the street outside.

10. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
NT$5,486
NT$6,522 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great value and location, comfortable bed with nice bathroom and useful exercise room."
Andrew 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 14 hours ago
The Godfrey Hotel Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Always a lovely stay"
Susan 2-night trip
Posted 17 hours ago
Hyatt Regency Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Room was clean and as described in photos"
Joanna 3-night trip
Posted 19 hours ago
Sports Illustrated Resorts Chicago
River Hotel

River Hotel

10/10 Excellent
"It was clean and convenient. The staff was excellent, Pedro was very helpful as we navigated the city. There were not a lot of amenities, but that was ok as we were aware of that when we booked. The lounge on the second floor was very comfortable with an espresso machine 24 hours."
Catherine 3-night trip
Posted 20 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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