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 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Hillside family-friendly hotels

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,708
NT$3,033 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Chicago Hillside
A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.
A hotel room with a blue sofa, a wooden coffee table, a bed with white linens, a desk with a chair, and a window with curtains.
A buffet with labeled containers of omelets and other dishes.

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$3,632
NT$4,067 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.
A bathroom with a sink, toilet, and shower.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,539
NT$2,843 total
includes taxes & fees
Sep 8 - Sep 9
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A residential street with a sidewalk, houses, and greenery.

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$3,900
NT$4,328 total
includes taxes & fees
Sep 20 - Sep 21
Carleton of Oak Park
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.
A hotel room with two beds, a nightstand, a lamp, and abstract art on the walls.
A modern bathroom with a bathtub, toilet, and sink.

5. 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$2,980
NT$3,307 total
includes taxes & fees
Aug 26 - Aug 27
SureStay Plus Hotel by Best Western Chicago Lombard
A multi-story hotel with a prominent entrance and a parking lot.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A hotel room with a large bed, a sofa, a desk, and a TV.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.

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$3,186
NT$3,536 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Place Chicago/Lombard/Oak Brook
A lobby with a staircase, two armchairs, a table, and a potted plant.
A modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.
A lobby with a brown leather sofa, beige armchair, and a marble coffee table. A large window displays the name 'Bella Sera' and 'RESTAURANT & LOUNGE'.
A bar area with multiple screens, a bar counter, and several black bar stools.

7. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,839
NT$3,264 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn O'Hare Airport
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.

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$3,223
NT$3,705 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Suites Chicago O'Hare Airport
A modern bar area with a green-lit bar counter, multiple hanging lights, and a variety of seating options including tables and chairs.
A spacious indoor dining area with multiple tables and chairs, surrounded by balconies and potted plants.
A swimming pool with lounge chairs and a potted plant.
A lobby with a reception desk, seating area, and large windows.

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$4,932
NT$5,622 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago O'Hare Rosemont
A hotel lobby with a sofa, round tables, green armchairs, and a TV on the wall.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A well-lit room with a refrigerator stocked with beverages, a small freezer, and shelves with snacks.
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

10. 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$4,175
NT$4,926 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Chicago O'Hare Airport 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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Room was very clean and had items such as coffee, shampoo and conditioner available.Staff was very helpful and friendly. Perfect location to engage with downtown and nearby activities such as Navy Pier and River Walk."
Shonda L 3-night trip
Posted 1 hour ago
Hyatt Regency Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Vhckkffififififfkfhhhbbbzndnfjjf"
William 3-night trip
Posted 1 hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"I liked that it was clean. I also liked conveniently located it is. What I struggled with was how old the property is. The doors were hard to close and ensure the deadbolt worked. The bathroom was dated and the toilet handle sticks. I wished for a microwave in the room as well."
DaWanda 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"."
Rashed 1-night trip
Posted 5 hours ago
InterContinental Chicago Magnificent Mile by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"The room were amazing the view that I had was so beautiful looking out my window of the water on the Riverwalk. Staff was super friendly and very helpful I will recommend 10/10 will stay again"
Sonsee 1-night trip
Posted 5 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Wonderful experience."
Brittany 1-night trip
Posted 10 hours ago
L7 Chicago by LOTTE
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"excellent stay! awesome staff!"
Mariah 4-night trip
Posted 12 hours ago
Crowne Plaza Chicago West Loop by IHG
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Best hotel experience I’ve had in a while! Staff was very helpful and the room was great!"
Taylor 3-night trip
Posted 18 hours ago
Eurostars Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The hotel is literally located in the center of O’hare airport. You can pretty much get off or get on at either terminals 1, 2, or 3. We got a room upgrade too and that was cool. We had a nice and comfortable stay. I definitely recommend this hotel."
MARIA 1-night trip
Posted 1 day ago
Hilton Chicago O'Hare Airport

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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