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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
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 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$4,037
NT$4,521 total
includes taxes & fees
Nov 4 - Nov 5
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 bathroom with a shower, a sink with a mirror, and a towel rack.
A gym with treadmills, elliptical machines, and weight equipment.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,445
NT$3,858 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 reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
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$2,779
NT$3,112 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 reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

4. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
NT$3,974
NT$4,569 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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
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$3,891
NT$4,318 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 hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.
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 modern bathroom with a sink, toilet, and bathtub.

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$2,837
NT$3,149 total
includes taxes & fees
Oct 8 - Oct 9
SureStay Plus Hotel by Best Western Chicago Lombard
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.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,512
NT$5,198 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Chicago O'Hare – Rosemont by IHG
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.

8. 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$4,165
NT$4,913 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A spacious lounge area with leather sofas, a coffee table, and a patterned rug.
A spacious room with large windows, a sofa, a dining table, and a small round table with a lamp.
A modern lounge area with a sectional sofa, a fireplace, and a bar with stools.
A modern kitchen with a dining area, wooden flooring, and a black staircase.

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

Staybridge Suites Chicago O'Hare - Rosemont by IHG
Rosemont
NT$4,546
NT$5,293 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 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.
A hotel bathroom with a shower, toilet, sink, and a mirror reflecting a bed.

10. Hyatt Place Itasca

Hyatt Place Itasca
Itasca
  • Family fun abounds with indoor pool adventures and nearby golf—minutes from Woodfield Mall.
NT$2,957
NT$3,281 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

River Hotel

River Hotel

10/10 Excellent
"Clean and very helpful staff. Great location!"
CASEY LASHEY 3-night trip
Posted 7 hours ago
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Everything was good , tv remote was not working it was broken. Also, their coffee maker was dirty."
Aishwarya 2-night trip
Posted 8 hours ago
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great stay for a few days. Very convenient location and close to the train. Rooftop bars are also great, shout out to the staff"
Joel 3-night trip
Posted 10 hours ago
The Chicago Hotel Collection - Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"No fridge and pretty thin walls but a good property"
Avery 2-night trip
Posted 11 hours ago
Club Quarters Hotel, Central Loop, Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Absolutely loved it! Staff were all so nice and helpful. So closed to everything! River walk, The Bean, Chicago theater, Hello Kitty cafe, London House rooftop, Michigan Ave, you can also get The Wendella boat tour just walking distance as well, definitely staying here again!"
Wendy 3-night trip
Posted 12 hours ago
Sports Illustrated Resorts Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"The staff had a great attitude, and the bartenders were incredibly nice and welcoming. They even gave us complimentary water and were happy to answer our questions about the area. We had a great experience and will definitely return the next time we’re visiting Chicago!"
Christian 3-night trip
Posted 12 hours ago
The Godfrey Hotel Chicago
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"NO breakfast available"
SERGIO AGUSTIN 3-night trip
Posted 15 hours ago
Hotel Saint Clair- 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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