A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Find Family Hotels in Hillside, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside Family Hotels

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,740
NT$3,069 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus Chicago Hillside

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$3,795
NT$4,250 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,600
NT$2,911 total
includes taxes & fees
Sep 9 - Sep 10
MainStay Suites Chicago Hillside

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$3,936
NT$4,369 total
includes taxes & fees
Aug 31 - Sep 1
Carleton of Oak Park

5. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,874
NT$3,304 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn O'Hare Airport

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$3,253
NT$3,740 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Suites Chicago O'Hare Airport

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$3,113
NT$3,455 total
includes taxes & fees
Aug 24 - Aug 25
SureStay Plus Hotel by Best Western Chicago Lombard

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$2,870
NT$3,200 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Chicago - Downers Grove

9. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
Downtown Chicago
  • Kids enjoy premium TV while steps from Millennium Park, creating unforgettable family adventures with breakfast included.
NT$4,615
NT$6,062 total
includes taxes & fees
Sep 8 - Sep 9
La Quinta Inn & Suites by Wyndham Chicago Downtown

10. Freehand Chicago

Freehand Chicago
Downtown Chicago
NT$2,091
NT$4,016 total
includes taxes & fees
Aug 31 - Sep 1
Freehand Chicago
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Amazing location, incredible restaurant, and friendly staff!"
matthew 1-night trip
Posted 4 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago

Hilton Chicago

10/10 Excellent
"My first day at the Hilton The View at First Sight was like wow walking into a lavish Lobby the rooms were very clean well set up with accessories with a great View the staff very helpful friendly and thorough breakfast in the morning at 6:00 anything you can think of what a spread bringing my wife back September for our anniversary thank you Hilton 720 South Michigan Avenue. See you soon."
Leonard 2-night trip
Posted 5 hours ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The complimentary breakfast was hot with multiple items to choose from and the night bar was very accommodating. The staff was pleasant and helpful. "
Delano 4-night trip
Posted 7 hours ago
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"They make sure the rooms is always clean when you leave and come back"
Deelasauntay 4-night trip
Posted 7 hours ago
Eurostars Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Modern building, comfortable room, great amenities and helpful staff. Location is excellent."
Afshin 3-night trip
Posted 7 hours ago
Hyatt Regency Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

8/10 Good
"Needed better cleaning of rooms"
Candice 5-night trip
Posted 10 hours ago
Holiday Inn & Suites Chicago - Downtown by IHG
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"My first time staying here, I was booked for a yoga conference and found this hotel on a Chicago hotel site and decided to bill a stay. I loved the retro decor and the staff was very helpful. Planning to visit again soon."
geralyn 1-night trip
Posted 10 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Great location, hotel staff were friendly and helpful. Only complaint is the noise. I slept with earplugs in."
Danielle 4-night trip
Posted 18 hours ago
Congress Plaza Hotel
River Hotel

River Hotel

10/10 Excellent
"Could not have asked for anything"
Hao An Henry 1-night trip
Posted 2 days ago
River Hotel

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 United Center and Wrigley Field. Make sure you have plenty of time to take in activities in the area like Soldier Field, Navy Pier, and Michigan Avenue.

Explore a world of travel with Expedia