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
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
An indoor swimming pool with blue chairs and a tiled floor.
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 modern bathroom with a toilet, sink, and mirror.

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$4,046
NT$4,531 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
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 gym with treadmills, elliptical machines, and weight equipment.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,452
NT$3,866 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Chicago Hillside
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 living room with a sofa, a coffee table, a TV, and an air conditioner.
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$2,653
NT$2,971 total
includes taxes & fees
Oct 25 - Oct 26
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 residential street with a sidewalk, houses, and greenery.
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$3,900
NT$4,328 total
includes taxes & fees
Oct 7 - Oct 8
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 bathroom with a sink, toilet, and bathtub.
A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.
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.

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$2,843
NT$3,155 total
includes taxes & fees
Oct 5 - Oct 6
SureStay Plus Hotel by Best Western Chicago Lombard
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A modern living room with a sectional sofa, a fireplace, and a bar area.
An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

6. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,269
NT$4,922 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Chicago O'Hare – Rosemont by IHG
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.
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.

7. 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$4,174
NT$4,924 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A La Quinta hotel with a modern exterior, a covered entrance, and a parking lot visible in the background.
A hotel room with a large bed, a desk, a chair, a TV, and a small table.
A modern conference room with long tables and black chairs, large windows, and decorative chandeliers.
A modern bathroom with a white sink, a large mirror with a circular light, and two wall-mounted paintings.

8. La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport
Rosemont
NT$3,871
NT$4,413 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta by Wyndham Chicago O'Hare Airport
A spacious lounge area with leather sofas, a coffee table, and a patterned rug.
A modern kitchen with a dining area, wooden flooring, and a black staircase.
A modern kitchen with a dining area, large windows, and a staircase to an upper level.
A modern lounge area with a sectional sofa, a fireplace, and a bar with stools.

9. Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG
Rosemont
NT$4,556
NT$5,305 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chicago O'Hare - Rosemont by IHG
A modern dining area with a large table, chairs, and a coffee station.
A modern hotel building with a prominent 'avid' sign, multiple windows, and a covered entrance area.
A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV mounted on a teal accent wall.

10. avid hotel Chicago O’Hare – Des Plaines by IHG

avid hotel Chicago O’Hare – Des Plaines by IHG
Des Plaines
NT$4,142
NT$4,721 total
includes taxes & fees
Nov 1 - Nov 2
avid hotel Chicago O’Hare – Des Plaines by IHG
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Choose what matters most at family-friendly hotels in Hillside

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Hillside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"The hotel and its location is excellent. Room was very clean and spacious, the launderette also very useful but there is only one washing machine so might not benefit all. The only downside were staff, like they couldnt be bothered, we felt we were rather bothering them when asking questions Id give hotel 10/10 but staff 1/10"
Nikoleta 3-night trip
Posted less than an hour ago
Hotel Saint Clair- Magnificent Mile
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"I would highly recommend this place a great place for travelers. I was only in Chicago for a couple of days and I had a great experience!"
Brent 2-night trip
Posted less than an hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"We’ve stayed at L7 a few times and love it. Great location and nice room. Great staff and amenities. Returning in January for another long weekend."
Rich 1-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Amazing"
Darius 4-night trip
Posted 19 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 21 hours ago
The Royal Sonesta Chicago Downtown
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 3 days ago
Freehand 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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