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
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

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 central wall with a Holiday Inn Express sign, and a wooden panel design.
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.

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$3,861
NT$4,323 total
includes taxes & fees
Sep 29 - Sep 30
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 gym with treadmills, elliptical machines, and weight equipment.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,695
NT$4,137 total
includes taxes & fees
Sep 29 - Sep 30
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 bathroom with a sink, toilet, and shower.
A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,609
NT$2,922 total
includes taxes & fees
Oct 4 - Oct 5
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
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.
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$3,862
NT$4,286 total
includes taxes & fees
Sep 20 - Sep 21
Carleton of Oak Park
A lobby with a staircase, two armchairs, a table, and a potted plant.
A lobby with a brown leather sofa, beige armchair, and a marble coffee table. A large window displays the name 'Bella Sera' and 'RESTAURANT & LOUNGE'.
A building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.
A bar area with multiple screens, a bar counter, and several black bar stools.

5. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,742
NT$3,152 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn O'Hare Airport
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.

6. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
  • Family escapes with arcade games and free airport shuttle at O'Hare's welcoming destination for all generations.
NT$3,201
NT$3,680 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Suites Chicago O'Hare Airport
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
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.
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.

7. 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$3,193
NT$3,543 total
includes taxes & fees
Sep 28 - Sep 29
SureStay Plus Hotel by Best Western Chicago Lombard
A multi-story hotel with a prominent entrance and a parking lot.
A hotel room with a large bed, a sofa, a desk, and a TV.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A lobby with seating areas, a reception desk, and a decorative wall.

8. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
Lombard
  • Fun family stays with an indoor pool create lasting memories at this centrally located Lombard hotel.
NT$3,723
NT$4,132 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Chicago/Lombard/Oak Brook
A bar area with a high ceiling, bar stools, and a counter with bottles.
A modern interior with wooden shelves, tables, and chairs, and a large window with the word "FOUND" on the wall.
A modern interior with a bar area, wooden shelves with various items, and a 'FOUND' sign on the wall.

9. FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
Downtown Chicago
NT$4,796
NT$5,630 total
includes taxes & fees
Sep 27 - Sep 28
FOUND Hotels, Chicago, Series by Marriott
An outdoor patio area with wicker furniture, potted plants, and a covered seating area with a view of the street.
A modern bathroom with a large mirror, dual sinks, a bathtub, and a glass-enclosed shower.
An outdoor cafe area with tables and chairs, large windows, and a modern ceiling design.
A modern lobby with seating areas, a reception desk, and a bar.

10. Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
Rosemont
  • Family fun near airport includes vibrant entertainment, premium TV channels, and game consoles.
NT$3,734
NT$4,256 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Centric Chicago O'Hare
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Very clean and well staffed. Just older. Bed is not for people with back issues."
William 1-night trip
Posted less than an hour ago
Club Quarters Hotel, Central Loop, Chicago
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Location."
Judy 3-night trip
Posted 2 hours ago
Warwick Allerton - Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

10/10 Excellent
"Nice"
Collin 2-night trip
Posted 7 hours ago
Travelodge by Wyndham Downtown Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"As"
Juliet 1-night trip
Posted 10 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Clean room. Great breakfast. Pancakea"
Jeremy 2-night trip
Posted 11 hours ago
L7 Chicago by LOTTE
River Hotel

River Hotel

10/10 Excellent
"Stayed at the River hotel for a concert in Chicago. The property itself is in a perfect location for downtown scenery. The room was clean and offered great amenities. The staff was helpful and even explained some tips and tricks to get the uber faster and how to get to the stadium. Overall a great stay"
Derek Aaron 1-night trip
Posted 11 hours ago
River Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The hotel was clean and beautiful! Great staff at check in and check out."
Janine 1-night trip
Posted 11 hours ago
Hyatt Regency Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Be very clear about the destination fees and high parking daily. These totaled to the ‘discount’ I got when I made the reservation. Although not exactly false advertising, it is super misleading."
Jennifer 3-night trip
Posted 13 hours ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"#1) room service was great and not expensive. The room was very clean and super comfortable. Had a great birthday weekend thanks to the team at the O'Hara Hilton. The access to the terminal is awesome."
Krystine 1-night trip
Posted 14 hours ago
Hilton Chicago O'Hare Airport

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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