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 23 - Aug 24
Tomorrow
Aug 24 - Aug 25
Next weekend
Aug 28 - Aug 30
In two weeks
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 lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
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.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,934
NT$3,286 total
includes taxes & fees
Aug 30 - Aug 31
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 modern bathroom with a toilet, sink, and mirror.
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.

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
Aug 30 - Aug 31
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 bathroom with a sink, toilet, and shower.
A living room with a sofa, a coffee table, a TV, and an air conditioner.

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
Aug 24 - Aug 25
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 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 modern bathroom with a bathtub, toilet, and sink.
A hotel room with two beds, a nightstand, a lamp, and abstract art on the walls.

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$3,084
NT$3,422 total
includes taxes & fees
Aug 30 - Aug 31
SureStay Plus Hotel by Best Western Chicago Lombard
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 lobby with seating areas, a fireplace, a bar, and a dining area.
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$3,186
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 building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.
A modern restaurant with a central bar area, a television screen displaying sports content, and a distinctive ceiling light fixture.
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 room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
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 lobby with a reception desk, seating area, and large windows.
A building with a sign that reads "Park Tavern."
A spacious indoor dining area with multiple tables and chairs, surrounded by balconies and potted plants.

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$4,729
NT$5,390 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 modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A well-lit room with a refrigerator stocked with beverages, a small freezer, and shelves with snacks.

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$4,301
NT$5,074 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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Convenient to many attractions. Comfortable room. Fastest elevators! Favorite place to stay in Chicago!"
Rachel 1-night trip
Posted 7 hours ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"My friends and I had an excellent experience here. Staff were super friendly and our room was always clean, and had no issues. The location is also super convenient, providing quick pedestrian access to downtown."
Louis 4-night trip
Posted 14 hours ago
Fairmont Chicago at Millennium Park
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Staff were wonderful! Personable and helpful. Facilities were clean."
MAYPAHOU 2-night trip
Posted 2 days ago
Holiday Inn Chicago Dwtn - The Mart by IHG

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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