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 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Hillside family-friendly hotels

1. 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$3,849
NT$4,310 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,680
NT$4,121 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,667
NT$2,986 total
includes taxes & fees
Oct 4 - Oct 5
MainStay Suites Chicago Hillside

4. 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$3,189
NT$3,539 total
includes taxes & fees
Sep 29 - Sep 30
SureStay Plus Hotel by Best Western Chicago Lombard

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$3,858
NT$4,281 total
includes taxes & fees
Sep 10 - Sep 11
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$3,719
NT$4,127 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Place Chicago/Lombard/Oak Brook

7. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,737
NT$3,147 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn O'Hare Airport

8. 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$3,188
NT$3,665 total
includes taxes & fees
Sep 29 - Sep 30
Comfort Suites Chicago O'Hare Airport

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$3,723
NT$4,243 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Centric Chicago O'Hare

10. 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$5,194
NT$5,921 total
includes taxes & fees
Sep 27 - Sep 28
Embassy Suites by Hilton Chicago O'Hare Rosemont
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Excellent location, very clean and comfortable room."
Lindsey 3-night trip
Posted less than an hour ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very good central location in downtown Chicago, walkable to major sites and near Bus and train. Staff very helpful, got room upgrade and very clean room. Breakfast buffet was alright"
Nicole A 3-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"Only comment I have is that the mattresses seemed to be getting worn. Over all I would stay there again. Very spacious room!!!"
David 1-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"We loved our stay here, the room was big and clean, and the beds and pillows were SO comfortable. The location is perfect right downtown, very walkable and right across from the architecture tour. Would definitely stay here again."
Kristi 3-night trip
Posted 2 hours ago
Hyatt Regency Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"No complaint about Hilton Chicago. Huge hotel with lots of travelers. has extra fees for amenties that I have to pay, which was fine since the pricing was very reasonable in the first place. Others than sleeping at night, my wife and I spend all of time enjoying our visit in Chicago. Hilton was a very nice place to stay for a few days."
Suen 2-night trip
Posted 2 hours ago
Hilton Chicago
River Hotel

River Hotel

10/10 Excellent
"Great area and view but unfortunately no fridge so we couldn’t keep any food leftovers"
Luke 3-night trip
Posted 3 hours ago
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great location, nice lobby bar and friendly staff!"
Kurt 2-night trip
Posted 3 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"This makes life and travels easier. The property is literally across from the terminals at O'Hare. You access the terminals through a well-lit tunnel at the Hilton. I highly recommend this property."
Mark 1-night trip
Posted 7 hours ago
Hilton Chicago O'Hare Airport
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Very pleased with my stay. Check in staff was very friendly. Room was clean . First time here and will definitely stay again."
Danette 2-night trip
Posted 9 hours ago
Warwick Allerton - 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 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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