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 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 wall-mounted display, and a carpeted floor.
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$3,874
NT$4,338 total
includes taxes & fees
Oct 4 - Oct 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 gym with treadmills, elliptical machines, and weight equipment.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,174
NT$3,555 total
includes taxes & fees
Oct 4 - Oct 5
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$2,556
NT$2,863 total
includes taxes & fees
Oct 25 - Oct 26
MainStay Suites Chicago Hillside
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 hotel room with a bed, a desk, a chair, and a window with curtains.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

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$3,887
NT$4,314 total
includes taxes & fees
Sep 29 - Sep 30
Carleton of Oak Park
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 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.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.

5. 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$3,006
NT$3,456 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Chicago O'Hare Airport
A multi-story hotel with a prominent entrance and a parking lot.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A lobby with seating areas, a reception desk, and a decorative wall.
A hotel room with a large bed, a sofa, a desk, and a TV.

6. 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$3,176
NT$3,524 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Lombard/Oak Brook
A lobby with a staircase, two armchairs, a table, and a potted plant.
A modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.
A bar area with multiple screens, a bar counter, and several black bar stools.
A building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.

7. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,987
NT$3,434 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn 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 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 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.

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$2,969
NT$3,295 total
includes taxes & fees
Sep 29 - Sep 30
SureStay Plus Hotel by Best Western Chicago Lombard
A large hotel with a central courtyard, a lake, and a bridge.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A golf course with a swimming pool, lounge area, and a pond.
A room with a large window, a bed, and a sofa.

9. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
  • Spacious family playground near Ty Warner Park with indoor and outdoor pools, tennis courts, and an 18-hole golf course.
NT$4,401
NT$5,411 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Breakfast area
Lobby
Breakfast area
Bathroom

10. Best Western At O'Hare

Best Western At O'Hare
Rosemont
NT$3,077
NT$3,508 total
includes taxes & fees
Sep 30 - Oct 1
Best Western At 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

The Wade

The Wade

10/10 Excellent
"The Wade has top tier service! I’m definitely booking this hotel again!"
Starkiesha 1-night trip
Posted less than an hour ago
The Wade
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Its old but its ok.... some olor byt is understandable since it's an old building"
Rey 2-night trip
Posted 1 hour ago
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Will stay again"
Christine 3-night trip
Posted 2 hours ago
The Royal Sonesta Chicago Downtown
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"There were only three elevators for such a large hotel. Elevator waits were sometimes 10 minutes or more in the morning. Breakfast was just so so."
Mary 2-night trip
Posted 3 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"the desk clerk (Hispanic), I can't remember her name and I apologize. she was super sweet and patient."
Angela 4-night trip
Posted 3 hours ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Room I stayed had water stains on the roof. There was an area on the wall on top of the TV where the wallpaper was coming apart. Also rugs needed to be replaced or removed."
Niza 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good
"My room was spotless. I appreciated that. Thank you all. Breakfast was okay, there was definitely items to take your appetite. Staff were nice. Elevator was a bit slow, but I appreciate the safety feature where you have to tap your room key in order to go up. Over all I enjoyed my stay."
Ashley 1-night trip
Posted 4 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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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