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 13 - Aug 14
Tomorrow
Aug 14 - Aug 15
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$3,935
NT$4,406 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,605
NT$2,917 total
includes taxes & fees
Sep 1 - Sep 2
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$3,948
NT$4,381 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$2,877
NT$3,308 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$3,262
NT$3,751 total
includes taxes & fees
Sep 2 - Sep 3
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$3,122
NT$3,464 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$3,016
NT$3,362 total
includes taxes & fees
Aug 20 - Aug 21
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$4,621
NT$6,069 total
includes taxes & fees
Sep 8 - Sep 9
La Quinta Inn & Suites by Wyndham Chicago Downtown

10. Freehand Chicago

Freehand Chicago
Downtown Chicago
NT$2,097
NT$4,027 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

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 2 hours ago
Congress Plaza Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Early check in request was accepted but upon arrival we had to wait for approx 2 hours to get the room. Breakfast menu was repeated throughout the stay and that forced us to go out for the breakfast."
Amit 3-night trip
Posted 13 hours ago
Crowne Plaza Chicago West Loop by IHG
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"I love the decor. I really like the location. Staff in the reception seemed a little arrogant."
Elba 1-night trip
Posted 15 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago

Hilton Chicago

8/10 Good
"Nice hotel, great location. $72 for parking a night and you have to pay to use the gym at the hotel turned me off."
Jaresha 3-night trip
Posted 17 hours ago
Hilton Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great property"
Russell 1-night trip
Posted 19 hours ago
InterContinental Chicago Magnificent Mile by IHG
River Hotel

River Hotel

10/10 Excellent
"Could not have asked for anything"
Hao An Henry 1-night trip
Posted 21 hours ago
River Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"I was very impressed with this hotel. The lobby is massive and beautiful, the rooms well kept and the location is perfectly centered"
Alexander 3-night trip
Posted 1 day 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 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.

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