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 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,181
NT$3,562 total
includes taxes & fees
Oct 4 - Oct 5
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$3,883
NT$4,348 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$2,543
NT$2,847 total
includes taxes & fees
Oct 4 - Oct 5
MainStay Suites Chicago Hillside

4. 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$3,177
NT$3,653 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Suites Chicago O'Hare Airport

5. 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
Oct 4 - Oct 5
Carleton of Oak Park

6. 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$3,787
NT$4,203 total
includes taxes & fees
Oct 19 - Oct 20
Hyatt Place Chicago/Lombard/Oak Brook

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$3,220
NT$3,574 total
includes taxes & fees
Sep 28 - Sep 29
SureStay Plus Hotel by Best Western Chicago Lombard

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
NT$3,084
NT$3,515 total
includes taxes & fees
Sep 27 - Sep 28
Best Western At O'Hare

9. 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$4,105
NT$4,679 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Centric Chicago O'Hare

10. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
  • Vibrant family stays with cribs, babysitting, and 24-hour airport shuttles just steps from Parkway Bank Park entertainment district.
NT$7,479
NT$8,524 total
includes taxes & fees
Oct 2 - Oct 3
Loews Chicago O'Hare 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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Accessibility!"
Christopher 3-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Très bonne localisation - Bon déjeuner - Personnel courtois - Chambre confortable"
Francois 3-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Really nice and actually enjoyed the coffee that was complimentary in the mornings. Very walkable nice places to eat near but and the hotel bar/restaurant very good"
Daniel 1-night trip
Posted 1 hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Love this hotel, staff, pool and room quality are always excellent"
Iain 3-night trip
Posted 1 hour ago
InterContinental Chicago Magnificent Mile by IHG
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Everything was perfect the only comment is if staff have more knowledge on the restaurants in the area"
Nazli 3-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Room was nice. Shower is amazing. Parking was easy for being in chicago"
Selena 2-night trip
Posted 2 hours ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very nice property in a great location. Clean room, nice amenities, friendly staff."
Stephen 1-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"This hotel is beautiful. They have an expresso coffee machine that makes cappuccinos, caffe lattes and more! The room was clean and the view to the lake was beautiful. The restaurant was delicious both breakfast and dinner. High quality and the staff were so helpful. Especially after my bags were delayed they received them with no issue. Highly recommend this hotel."
Martha 3-night trip
Posted 3 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Convenient location. Nice restaurant."
Jennifer 3-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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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