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 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
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 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 blue chairs and a tiled floor.
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
NT$3,927
NT$4,397 total
includes taxes & fees
Nov 9 - Nov 10
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 gym with treadmills, elliptical machines, and weight equipment.
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$3,460
NT$3,874 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 living room with a sofa, a coffee table, a TV, and an air conditioner.
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.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,795
NT$3,130 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.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
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$3,991
NT$4,589 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 bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A residential street with a sidewalk, houses, and greenery.
A hotel room with a bed, a desk, a chair, and a window with curtains.

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$3,908
NT$4,337 total
includes taxes & fees
Oct 13 - Oct 14
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 hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.
A modern bathroom with a sink, toilet, and bathtub.
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.

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 21 - Oct 22
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$4,182
NT$4,934 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.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
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 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$4,438
NT$5,114 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$4,565
NT$5,315 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites 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 bathroom with a shower, toilet, sink, and a mirror reflecting a bed.
A hotel room with a sofa, a small table, a bed, a TV, and a painting on the wall.

10. Hyatt Place Itasca

Hyatt Place Itasca
Itasca
  • Family fun abounds with indoor pool adventures and nearby golf—minutes from Woodfield Mall.
NT$3,225
NT$3,579 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Itasca
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 Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location... Amazing hotel..."
katryna 2-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Great location to explore downtown chicago, and ideal for marathon runners. Kitchenette was a bit limited. Staff very friendly and helpful."
Laura 3-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"5 star"
lisa 1-night trip
Posted 2 hours ago
Hilton Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Couldn’t imagine a better place to stay in Chicago."
Nicolas 4-night trip
Posted 9 hours ago
The Godfrey Hotel Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"a bit old building, non reliable internet, noisy in the rooms facing Michigan, friendly staff"
Evgenii 2-night trip
Posted 15 hours ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Very convenient to just walk to your hotel from the airport. Comfortable room. Excellent Fitness facility. I really liked it except for the price! $$$$"
Marcia 1-night trip
Posted 19 hours ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"
Angela 1-night trip
Posted 23 hours ago
The Chicago Hotel Collection - Magnificent Mile

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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