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 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
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 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.

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 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 bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,459
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 hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.
A living room with a sofa, a coffee table, a TV, and an air conditioner.
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.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
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.

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 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.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

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$3,907
NT$4,337 total
includes taxes & fees
Oct 14 - Oct 15
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$3,090
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 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.

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 modern living room with a sectional sofa, a fireplace, and a bar area.
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 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 kitchen with a dining area, wooden flooring, and a black staircase.
A modern lounge area with a sectional sofa, a fireplace, and a bar with stools.
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 hotel bathroom with a shower, toilet, sink, and a mirror reflecting a bed.
A modern bar area with a central island, bar stools, a flat-screen TV, and a menu board.
A lobby with seating areas, a reception desk, and a large screen.

10. Hyatt Place Itasca

Hyatt Place Itasca
Itasca
  • Family fun abounds with indoor pool adventures and nearby golf—minutes from Woodfield Mall.
NT$3,224
NT$3,578 total
includes taxes & fees
Oct 26 - Oct 27
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"The staff at Gold Club. Mandan geninely treats you like your guest at her own home. We were at the hotel for Chicago Marathon; and their soecial athlete breakfast and attention to details were very helpful."
Ahmad reza 4-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park
The Wade

The Wade

10/10 Excellent
"Great location for those that want to be downtown with easy access to everything!"
MARIA 3-night trip
Posted 8 hours ago
The Wade
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

8/10 Good
"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."
Mona 2-night trip
Posted 11 hours ago
The Godfrey Hotel Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Awesome Location, free expresso machine"
Eugene 5-night trip
Posted 12 hours ago
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Hands-down, always my favorite place to stay when I am in Chicago. I’ve been staying here for years. It’s essentially located so you can walk everywhere to the magnificent mile to the Gold Coast Beach to all of the shopping. Restaurants are right next to it. There is a true food, kitchen and a soul cycle right next to it as well and Tal nightclub is also right next-door. The staff is absolutely amazing in the rooms are luxurious for a great price."
Danielle 1-night trip
Posted 13 hours ago
Eurostars Magnificent Mile
River Hotel

River Hotel

10/10 Excellent
"I absolutely loved this place. Close to everything and great view"
Lisayne 3-night trip
Posted 13 hours ago
River Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location... Amazing hotel..."
katryna 2-night trip
Posted 15 hours ago
The Royal Sonesta Chicago Downtown

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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