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 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Hillside family-friendly hotels

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$3,861
NT$4,323 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,695
NT$4,137 total
includes taxes & fees
Sep 29 - Sep 30
Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,684
NT$3,006 total
includes taxes & fees
Sep 27 - Sep 28
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$3,873
NT$4,299 total
includes taxes & fees
Sep 20 - Sep 21
Carleton of Oak Park

5. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,736
NT$3,145 total
includes taxes & fees
Sep 28 - Sep 29
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$3,201
NT$3,680 total
includes taxes & fees
Oct 4 - Oct 5
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$3,202
NT$3,554 total
includes taxes & fees
Sep 28 - Sep 29
SureStay Plus Hotel by Best Western Chicago Lombard

8. 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$3,734
NT$4,144 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Place Chicago/Lombard/Oak Brook

9. FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
Downtown Chicago
NT$4,810
NT$5,646 total
includes taxes & fees
Sep 27 - Sep 28
FOUND Hotels, Chicago, Series by Marriott

10. Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
Rosemont
  • Family fun near airport includes vibrant entertainment, premium TV channels, and game consoles.
NT$3,734
NT$4,256 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Centric Chicago 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

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Wonderful location! Nice continental breakfast! The fitness center was nice. The outdoor rooftop pool was not filled during our time there. The elevators were quick."
Adina 1-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great"
Hiba 3-night trip
Posted 4 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"
Donna 1-night trip
Posted 9 hours ago
Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"We had a wonderful stay at L7 Chicago. From the moment we arrived, Antonio greeted us and was absolutely amazing—friendly, welcoming, and incredibly helpful. He truly set the tone for a great stay and made us feel welcome from the minute we walked in. The hotel was beautiful, comfortable, and in a great location, and the service throughout our stay was excellent. Antonio especially deserves recognition for going above and beyond. We would absolutely stay at L7 again and highly recommend it!"
H. Dave 2-night trip
Posted 9 hours ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"n"
Mohan 2-night trip
Posted 9 hours ago
The Royal Sonesta Chicago Downtown

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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