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 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,722
NT$3,048 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$3,652
NT$4,089 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,574
NT$2,882 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$3,897
NT$4,325 total
includes taxes & fees
Aug 20 - Aug 21
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$3,203
NT$3,555 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Place Chicago/Lombard/Oak Brook

6. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,837
NT$3,262 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$3,221
NT$3,703 total
includes taxes & fees
Sep 9 - Sep 10
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$3,082
NT$3,420 total
includes taxes & fees
Aug 24 - Aug 25
SureStay Plus Hotel by Best Western Chicago Lombard

9. Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
Countryside
  • Family paradise near Chicago where free cribs and premium TV channels make traveling with kids carefree and fun.
NT$3,789
NT$4,242 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Chicagoland - Countryside

10. Freehand Chicago

Freehand Chicago
Downtown Chicago
NT$3,063
NT$4,213 total
includes taxes & fees
Sep 8 - Sep 9
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

Hilton Chicago

Hilton Chicago

8/10 Good
"Waited a long time to check in. Loved the games in the lobby! Pool was great! Housekeeping didn’t clean our room on the second night- we came back to a dirty room with no sheets in a bed and the do not disturb sign was on the door. I called the front desk, but no one came so then I had to go track someone down in the hallway. We ended up waiting up at night to have someone come out sheets on the bed so we could go to sleep."
Jessica 2-night trip
Posted less than an hour ago
Hilton Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Nice, spacious and clean room. Comfortable bed and pillows. Good location. Would stay here again."
Ashley 1-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Clean room with comfy bed and pillows. Staff were friendly and helpful. Location was great for seeing a show at the Cadillac theater. Would stay here again."
Ashley 1-night trip
Posted 1 hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"first time visiting Chicago and it was a great stay! Close to a lot of attractions too!"
Melanie 4-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Clean and comfortable room and great staff."
Wayne 4-night trip
Posted 1 hour ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Clean quiet room"
Margaret 1-night trip
Posted 1 hour ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The room was very spacious and in a walkable location"
Sandra 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

8/10 Good
"When using Expedia to schedule a reservation, I received a reservation with twin beds and that is not what showed on the website. I didnt even have a microwave, refrigerator, nor a mirror. Just a room with a bathroom. It was clean and the staff was nice,but wasn't what my money paid for.it should have been a lot cheaper. There is no bar nor eating area.you have to go next door or find somewhere to eat. The location is nice. Just make sure if you go with Expedia watch what you are paying for."
Tonya 2-night trip
Posted 3 hours ago
River Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The room was clean and the Breakfast was great."
Emma 1-night trip
Posted 5 hours ago
Hyatt Regency Chicago

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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