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 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
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 reception area with two reception desks, a wall-mounted display, and a carpeted floor.
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.
A modern bathroom with a toilet, sink, and mirror.

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$3,897
NT$4,363 total
includes taxes & fees
Oct 13 - Oct 14
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 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.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,461
NT$3,876 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 living room with a sofa, a coffee table, a TV, and an air conditioner.
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$2,807
NT$3,143 total
includes taxes & fees
Nov 1 - Nov 2
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.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
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$3,992
NT$4,590 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$3,909
NT$4,339 total
includes taxes & fees
Oct 12 - Oct 13
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 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.

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$3,086
NT$3,425 total
includes taxes & fees
Oct 27 - Oct 28
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.
A hotel reception desk with two computer stations, a modern wall design, and a visible window.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.

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$4,184
NT$4,936 total
includes taxes & fees
Nov 1 - Nov 2
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 modern living room with a sectional sofa, a fireplace, and a bar area.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,440
NT$5,116 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, under a high ceiling with a grid pattern.
A lobby with seating areas, a reception desk, and a large screen.
A hotel room with a sofa, a small table, a bed, a TV, and a painting on the wall.
A modern bar area with a central island, bar stools, a flat-screen TV, and a menu board.

9. Hyatt Place Itasca

Hyatt Place Itasca
Itasca
  • Family fun abounds with indoor pool adventures and nearby golf—minutes from Woodfield Mall.
NT$3,002
NT$3,332 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Itasca
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.
A restaurant with booths and tables, a television on the wall, and a view of the street outside.
A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

10. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
NT$5,479
NT$6,514 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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Can’t wait to come back to Chicago and I’ll be staying here again Great food and atmosphere"
Troy 1-night trip
Posted less than an hour ago
Hilton Chicago O'Hare Airport
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"There's a $150 fee on top of your stay. If your stay is $300. It will be $450 plus $30. So your total will be $480"
Martin 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Great resort and clean.. very good location"
Christopher 4-night trip
Posted less than an hour ago
Sports Illustrated Resorts Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Very clean; Beds were excellent; We enjoyed the Sky Deck and the views ;Ebony and Raymond were very friendly and helpful"
Anita 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Great staff and excellent location!"
ARLEEN 5-night trip
Posted 16 hours ago
Hotel Saint Clair- Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"A"
nicholas 4-night trip
Posted 21 hours ago
Eurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Clean, quiet, comfortable, convenient with great check-in service. Affordable. Great location. All you need."
Forrest 1-night trip
Posted 1 day ago
Club Quarters Hotel, Central Loop, Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"Great great great great ."
Thomas 3-night trip
Posted 1 day ago
Freehand Chicago

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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