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 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,970
NT$3,326 total
includes taxes & fees
Aug 23 - Aug 24
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$3,805
NT$4,261 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$2,525
NT$2,827 total
includes taxes & fees
Sep 7 - Sep 8
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$3,262
NT$3,751 total
includes taxes & fees
Sep 1 - Sep 2
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$3,947
NT$4,381 total
includes taxes & fees
Aug 31 - Sep 1
Carleton of Oak Park

6. 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$6,740
NT$7,682 total
includes taxes & fees
Aug 8 - Aug 9
Loews Chicago O'Hare Hotel

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$2,979
NT$3,307 total
includes taxes & fees
Aug 29 - Aug 30
SureStay Plus Hotel by Best Western Chicago Lombard

8. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
NT$8,030
NT$10,493 total
includes taxes & fees
Aug 9 - Aug 10
The Hoxton, Chicago

9. 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$4,945
NT$5,636 total
includes taxes & fees
Aug 16 - Aug 17
Embassy Suites by Hilton Chicago O'Hare Rosemont

10. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
NT$6,551
NT$8,747 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Chicago Dwtn - The Mart by IHG
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The hotel was clean, with a nice ambience. Good location. The hotel room bathroom had a continuously leaking tub faucet. Housekeeping woke us up at 08:00 in the morning. Then came to our room again at 10:30. We were set to check out at 11:00, so I’m not sure why the unnecessary interruptions. There was not a do not disturb sign to hang on the door."
Sherie 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Clean room"
Maria Joy 1-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"This a a really good hotel in a safe area with access to public transportation and amenities"
Samuel 3-night trip
Posted 2 hours ago
Hyatt Regency McCormick Place Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Well located really close to train station and walking distance to river."
Laura 1-night trip
Posted 11 hours ago
Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The Congress Plaza Hotel was a great choice for location and price. The hotel itself is old. On the one hand, it is great because the lobby has high ceilings and detailed architecture. if it has gold elevators, etc. The rooms are small. However, I would definitely stay there again."
Elaine 2-night trip
Posted 15 hours ago
Congress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"Amazing stay, clean room, friendly staff, beautiful rooftop pool."
Brianna 2-night trip
Posted 17 hours ago
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Comfortable hotel in the airport. Staff is friendly and professional. Restaurant and bar were super congenial. Great place to stay on a quick trip to Chicago or on layover."
Kristina 1-night trip
Posted 21 hours ago
Hilton Chicago O'Hare Airport
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"good"
Alex 3-night trip
Posted 3 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 Michigan Avenue, Soldier Field, and Navy Pier.

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