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 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 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 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$3,182
NT$3,563 total
includes taxes & fees
Oct 4 - Oct 5
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.
An indoor swimming pool with blue chairs and a tiled floor.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.

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$3,788
NT$4,242 total
includes taxes & fees
Oct 25 - Oct 26
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 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$2,543
NT$2,848 total
includes taxes & fees
Oct 18 - Oct 19
MainStay Suites Chicago Hillside
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 large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.

4. 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$3,130
NT$3,599 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 hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.
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.

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$3,071
NT$3,408 total
includes taxes & fees
Oct 4 - Oct 5
SureStay Plus Hotel by Best Western Chicago Lombard
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 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.

6. 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$3,896
NT$4,324 total
includes taxes & fees
Sep 28 - Sep 29
Carleton of Oak Park
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 hotel room with a large bed, a sofa, a desk, and a TV.
A lobby with seating areas, a reception desk, and a decorative wall.

7. 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$3,501
NT$3,886 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Lombard/Oak Brook
A spacious interior with a large dining table, comfortable seating, a fireplace, and large windows offering views of the city.
A reception desk with a stone wall backdrop, a plant, and a vase with flowers.
A hotel room with a sofa, a coffee table, a TV, a desk, and a lamp.

8. Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove
Downers Grove
  • Create family fun by the poolside at this child-friendly Chicago hotel with outdoor amenities.
NT$2,670
NT$2,976 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Chicago - Downers Grove
A modern building entrance with a car parked in front.
A bar area with a bar counter, stools, and a variety of bottles and glasses.
A modern living room with a flat-screen TV, bookshelves, a fireplace, and comfortable seating.
A modern interior with a wall-mounted fireplace, a rock installation, and a green wall.

9. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
  • Vibrant family stays with cribs, babysitting, and 24-hour airport shuttles just steps from Parkway Bank Park entertainment district.
NT$6,948
NT$7,919 total
includes taxes & fees
Oct 23 - Oct 24
Loews Chicago O'Hare Hotel
A La Quinta hotel with a modern exterior, a covered entrance, and a parking lot visible in the background.
A hotel room with a gray sectional sofa, a bed with white bedding, a painting on the wall, and a patterned carpet.
A hotel room with a large bed, a desk, a chair, a TV, and a small table.
A modern bathroom with a white sink, a large mirror with a circular light, and two wall-mounted paintings.

10. La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport
Rosemont
NT$3,683
NT$4,198 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta by Wyndham Chicago O'Hare Airport
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
"Great place to travel!"
Jared 2-night trip
Posted 3 hours ago
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Tina in cafe at breakfast was awesome! Made my day! See you-all next time!"
Thomas 2-night trip
Posted 4 hours ago
Congress Plaza Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Staff was great. View room was nice and quiet. Just know this is a very busy hotel. Elevators were an adventure."
Ken 3-night trip
Posted 5 hours ago
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"staff was super friendly and helpful!"
emma 1-night trip
Posted 8 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great location, close to the pink line, river is walkable distance, lots of restaurants etc. close parking if you don’t want to pay valet. Downside: no coffee in the room, they have it in the lobby but I like a good garbage coffee before I get dressed (Starbucks is attached as well if you want to pay for coffee). Second was many of the restaurants close on the weekend since it’s the business district."
Sarah 3-night trip
Posted 8 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"The room was very clean and spacious. Our check in was easy and the staff was very helpful with recommendations. Didn't make it for the breakfast but it sounded like it was good after meeting some other guest."
Adam 2-night trip
Posted 9 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"The room was nice, small, but clean and nice! Staff were friendly and very helpful! It was in a great area with plenty of places in walking distance!"
LeAnna 2-night trip
Posted 10 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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