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 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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 lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A gym with treadmills, elliptical machines, and weight equipment.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,920
NT$3,269 total
includes taxes & fees
Sep 7 - Sep 8
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.
An indoor swimming pool with clear water, a diving board, and several green chairs around the pool.

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$3,636
NT$4,072 total
includes taxes & fees
Sep 29 - Sep 30
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 bathroom with a sink, toilet, and shower.
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.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,694
NT$3,017 total
includes taxes & fees
Sep 21 - Sep 22
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
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.

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$3,870
NT$4,295 total
includes taxes & fees
Aug 31 - Sep 1
Carleton of Oak Park
A lobby with a staircase, two armchairs, a table, and a potted plant.
A building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.
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 modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.

5. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,974
NT$3,419 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn O'Hare Airport
A multi-story hotel with a prominent entrance and a parking lot.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.
A hotel room with a large bed, a sofa, a desk, and a TV.
A lobby with seating areas, a reception desk, and a decorative wall.

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$3,162
NT$3,509 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Lombard/Oak Brook
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
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.

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$2,930
NT$3,368 total
includes taxes & fees
Sep 29 - Sep 30
Comfort Suites Chicago O'Hare Airport
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.
A hotel room with two beds, a nightstand, a lamp, and abstract art on the walls.
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.

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$2,956
NT$3,281 total
includes taxes & fees
Aug 30 - Aug 31
SureStay Plus Hotel by Best Western Chicago Lombard
A large conference room with rows of chairs, a stage, and a carpeted floor.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.
A hotel lobby with a sofa, chairs, a TV, and artwork on the walls.
A swimming pool with a tiled edge, surrounded by lounge chairs and a ladder for entry.

9. 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$3,858
NT$4,551 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
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.

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$4,913
NT$5,599 total
includes taxes & fees
Sep 7 - Sep 8
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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Room was stylish and clean, comfy bed and nice bathroom. Great location right in the middle of Theater District/River North!"
Sharon 2-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"I liked that the hotel was in a central location to downtown and near the river. The staff were super friendly and helpful. The only negative part of my stay was trying to smart cast from my phone to the tv because it kept cutting out or freezing. Other than that, I would book here again in the future."
Kylie 3-night trip
Posted 1 hour ago
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Na"
Jeffrey 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Th Rooms were gigantic"
Jonathan 1-night trip
Posted 2 hours ago
The Royal Sonesta Chicago Downtown
Hilton Chicago

Hilton Chicago

8/10 Good
"Great staff, fixed my issue immediately and without hesitation."
HEATHER 4-night trip
Posted 3 hours ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great place"
Khadija 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Great spot highly recommend"
Justin 1-night trip
Posted 4 hours ago
Hyatt Regency McCormick Place Chicago
River Hotel

River Hotel

10/10 Excellent
"Awesome place in a great location"
Meri 2-night trip
Posted 6 hours ago
River Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"X"
Coreyona 1-night trip
Posted 11 hours ago
Hyatt Regency O'Hare 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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