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 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,704
NT$3,028 total
includes taxes & fees
Sep 13 - Sep 14
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$3,634
NT$4,070 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$2,568
NT$2,875 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$3,895
NT$4,323 total
includes taxes & fees
Sep 23 - Sep 24
Carleton of Oak Park

5. 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$3,188
NT$3,538 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Lombard/Oak Brook

6. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,840
NT$3,266 total
includes taxes & fees
Sep 9 - Sep 10
Quality Inn O'Hare Airport

7. 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$3,225
NT$3,708 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Suites Chicago O'Hare Airport

8. 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$3,080
NT$3,418 total
includes taxes & fees
Sep 8 - Sep 9
SureStay Plus Hotel by Best Western Chicago Lombard

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NT$4,271
NT$5,078 total
includes taxes & fees
Aug 30 - Aug 31
The Chicago Hotel Collection Ambassador Gold Coast

10. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
NT$3,889
NT$4,624 total
includes taxes & fees
Aug 30 - Aug 31
Central Loop Hotel
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
"The hotel was beautiful, well maintained and a short walk to Soldier Field. I did have to pay for two full days for parking even though we were there for less than 24 hours."
Pam 1-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
"Great location and decent room. We were able to walk everywhere we wanted to go."
Amy 4-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great hotel. Would stay again!"
Katrina 3-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"I bought the breakfast package and found it disappointing. Nothing was hot except the oatmeal, tea and coffee. I suggest skipping the package and either ordering a specialty breakfast or getting something from nearby Michigan Ave. The property was clean, the staff pleasant and helpful and the location is excellent..... and the bed was comfy."
Christine 5-night trip
Posted 2 hours ago
Hyatt Regency Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Nos encantó el hotel todo estaba cerca el restaurante es muy rico y la gente. Súper amorosa. Gracias"
Patricia 1-night trip
Posted 4 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Daughter and myself stayed here for a concert for a couple nights. It was perfect. It was conveniently located downtown."
Matthew 1-night trip
Posted 6 hours ago
Hilton Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"From the entrance, they welcomed us kindly, so it was a pleasant start."
Jihyun 1-night trip
Posted 6 hours ago
L7 Chicago by LOTTE
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Very convenient, helpful staff"
Rebecca 1-night trip
Posted 7 hours ago
Hilton Chicago O'Hare Airport
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Convenient - right across from Grant Park..."
Leonard 2-night trip
Posted 11 hours ago
Congress Plaza 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 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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