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 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
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$2,743
NT$3,072 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
Sep 10 - Sep 11
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 10 - Sep 11
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 26 - Aug 27
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$2,100
NT$4,032 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

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Nice room, very pleasant staff, all the guests we encountered seemed happy, loved the fruit water at the check out area, really appreciated the nightly voucher at ARC Bar too - we used it, convenient location since we were doing things south of Millennium Park"
Susan 2-night trip
Posted less than an hour ago
Hyatt Regency McCormick Place Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Excellent location - great customer service"
Adam 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"I enjoyed my stay at the Congress Plaza. I had a room on the 11th floor with a terrific view of the lake. One problem: I stayed for two days and no housekeepers ever showed up to clean the room."
PETER 2-night trip
Posted 1 hour ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Absolutely loved this hotel!!! Very accommodating and allowed an early check in! 10/10 recommend!"
Jada 3-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
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 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"The rooms are dated from the 14th floor down, if you book a room, pay a little extra for the 15th floor and up to enjoy updated rooms and the amenities that go along with it."
Michele 2-night trip
Posted 2 hours ago
Fairmont Chicago at Millennium Park
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 3 hours ago
Hilton Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"I loved my stay"
clenteria 1-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great property"
Russell 1-night trip
Posted 5 hours ago
InterContinental Chicago Magnificent Mile 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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