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 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,694
NT$4,137 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$3,860
NT$4,323 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,817
NT$3,155 total
includes taxes & fees
Oct 4 - Oct 5
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$3,227
NT$3,582 total
includes taxes & fees
Sep 13 - Sep 14
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$3,449
NT$3,827 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$2,744
NT$3,155 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn 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$2,689
NT$2,984 total
includes taxes & fees
Sep 7 - Sep 8
SureStay Plus Hotel by Best Western Chicago Lombard

8. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
  • Family escape with free breakfast, indoor pool, and entertainment district steps away from this chicago hotel.
NT$5,059
NT$5,767 total
includes taxes & fees
Sep 27 - Sep 28
Embassy Suites by Hilton Chicago O'Hare Rosemont

9. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Des Plaines
  • Family-friendly hotel offers indoor pool for kids and fitness facilities for parents near Allstate Arena.
NT$4,271
NT$5,039 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

10. Eaglewood Resort and Spa

Eaglewood Resort and Spa
Itasca
  • Family fun awaits at this hotel with golf, bowling, and a pool—plus a short drive to Pirates Cove Theme Park.
NT$3,873
NT$4,994 total
includes taxes & fees
Sep 13 - Sep 14
Eaglewood Resort and Spa
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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very nice staff clean environment great stay"
christina 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Clean and nice service was very helpful at front aswell"
Raul 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Clean rooms and friendly staff. Worth another stay here. Super close to all Chicago sight seeing spots"
Aldo 4-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"Room was cold and we could not find a way to turn up the temperature."
Lawrence 1-night trip
Posted 10 hours ago
Warwick Allerton - Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"All great"
lee 1-night trip
Posted 16 hours ago
Hilton Chicago O'Hare Airport
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Such a beautiful hotel. I loved that it has some history in it. Staff were very kind, friendly and helpful. The rooms were also very clean. Would definitely recommend and will definitely be coming back. If they could add some more elevators that would be awesome."
Nancy 2-night trip
Posted 18 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 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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