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 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
An indoor swimming pool with blue chairs and a tiled 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 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$3,985
NT$4,463 total
includes taxes & fees
Nov 15 - Nov 16
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 hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,511
NT$3,932 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$2,821
NT$3,159 total
includes taxes & fees
Nov 8 - Nov 9
MainStay Suites Chicago Hillside
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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.

4. 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$3,966
NT$4,401 total
includes taxes & fees
Oct 27 - Oct 28
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 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.

5. 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$3,136
NT$3,480 total
includes taxes & fees
Oct 26 - Oct 27
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
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.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.

6. 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$4,245
NT$5,008 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.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,245
NT$4,895 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont by IHG
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
Front of property
A hotel room with a large bed, a sofa, a nightstand, a lamp, and a window with curtains.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
NT$5,568
NT$6,620 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
An indoor swimming pool with wooden beams, clear glass walls, and lounge chairs.
A modern room with a flat-screen TV, a yellow sofa, a round wooden table, a patterned armchair, and a painting on the wall.
A hotel lobby with a marble reception desk, seating area, and a view of the outdoors.
A hotel room with two single beds, a desk with a chair, a flat-screen TV mounted on the wall, and a window with curtains.

9. Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream
Carol Stream
  • Splash into family fun at this poolside retreat with a fitness center and 24-hour amenities for adventures all day long.
NT$3,277
NT$3,637 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Chicago-Carol Stream
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

10. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
NT$5,800
NT$7,933 total
includes taxes & fees
Nov 15 - Nov 16
Hotel 505 River North
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 Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Clean ,good staff , bathroom could have been cleaner hair from previous stay was everywhere"
Sade 1-night trip
Posted 1 hour ago
The Godfrey Hotel Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Nice room"
Angela 2-night trip
Posted 1 hour ago
Congress Plaza Hotel
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

8/10 Good
"The receptionist at check in was not very welcoming, she didn’t advise us that there was coffee and a refrigerator downstairs in the basement .She just had a flat affect ."
Amelida 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection River North
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"It was great with very freindly and helpful staff"
Melissa 3-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago
River Hotel

River Hotel

8/10 Good
"The room had a great view of the river, but there was 2 things that didn’t work for me, the first one the AC unit, the first day that we arrived it was hot, we turned on the AC unit and it didn’t cool enough the room, so that night we had a hard time trying to sleep, the day after I report the issue and they fix it, the second one was the tv, half screen had a blue stain like the tv was damaged"
jose 4-night trip
Posted 3 hours ago
River Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Staff was incredible. Room was clean & service was fulfilled as requested. Valet service was great."
Alexandra 3-night trip
Posted 3 hours ago
Hotel Saint Clair- Magnificent Mile
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"We really enjoyed our stay. The location is great and we enjoyed the amenities and our room."
Amanda 4-night trip
Posted 3 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"Janet at the bar was great!"
Eliana 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Todo bien"
Javier 1-night trip
Posted 4 hours ago
Fairmont Chicago at Millennium Park

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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