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
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Hillside family-friendly hotels

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
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.
A bathroom with a shower, a sink with a mirror, and a towel rack.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,920
NT$3,269 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Plus Chicago Hillside
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.
A modern bathroom with a toilet, sink, and mirror.
A reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.

2. 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$3,636
NT$4,072 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
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 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.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,694
NT$3,017 total
includes taxes & fees
Sep 21 - Sep 22
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A hotel room with a bed, a desk, a chair, and a window with curtains.
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.

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$3,870
NT$4,295 total
includes taxes & fees
Aug 31 - Sep 1
Carleton of Oak Park
A multi-story hotel with a prominent entrance and a parking lot.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A hotel room with a large bed, a sofa, a desk, and a TV.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.

5. 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$3,162
NT$3,509 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Lombard/Oak Brook
A lobby with a staircase, two armchairs, a table, and a potted plant.
A bar area with multiple screens, a bar counter, and several black bar stools.
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 modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.

6. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,974
NT$3,419 total
includes taxes & fees
Sep 8 - Sep 9
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 lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.

7. 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$2,930
NT$3,368 total
includes taxes & fees
Sep 29 - Sep 30
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 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.
A hotel room with two beds, a nightstand, a lamp, and abstract art on the walls.

8. 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$2,963
NT$3,289 total
includes taxes & fees
Aug 30 - Aug 31
SureStay Plus Hotel by Best Western Chicago Lombard
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NT$4,532
NT$5,388 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection Ambassador Gold Coast
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A hotel room with a large bed, a TV, a desk, and a chair.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.

10. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
NT$3,867
NT$4,598 total
includes taxes & fees
Aug 30 - Aug 31
Central Loop Hotel
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Overall great experience"
Elsie 2-night trip
Posted less than an hour ago
Hyatt Regency Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"X"
Coreyona 1-night trip
Posted 1 hour ago
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Staff was very accommodating and had good sense of humor"
Courtney 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Excellent location and staff was friendly and very helpful. Elevators made funny noises though. Kinda scary. Still recommend."
Rhonda 2-night trip
Posted 6 hours ago
Eurostars Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was clean and friendly"
Jasmine 3-night trip
Posted 6 hours ago
Congress Plaza Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff were exceptional and went the extra mile for my birthday"
Jessian 3-night trip
Posted 6 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Staff were nice and kind, room was maintained clean and no issues whatsoever even after I checked in early"
Jazmine 1-night trip
Posted 9 hours ago
The Royal Sonesta Chicago Downtown
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Great place to stay! The location is perfect for walking to many places. Lots of wonderful restaurants and sightseeing options! The bar in the hjotel offers some tasty treats too!"
Paul 6-night trip
Posted 14 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG

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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