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 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 bathroom with a shower, a sink with a mirror, and a towel rack.
A gym with treadmills, elliptical machines, and weight equipment.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,523
NT$3,945 total
includes taxes & fees
Oct 25 - Oct 26
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 wall-mounted display, and a carpeted floor.
A modern bathroom with a toilet, sink, and mirror.
An indoor swimming pool with blue chairs and a tiled floor.

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$3,998
NT$4,478 total
includes taxes & fees
Nov 18 - Nov 19
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 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$2,846
NT$3,187 total
includes taxes & fees
Nov 9 - Nov 10
MainStay Suites Chicago Hillside
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A hotel room with a bed, a desk, a chair, and a window with curtains.
A residential street with a sidewalk, houses, and greenery.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

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$3,979
NT$4,416 total
includes taxes & fees
Oct 27 - Oct 28
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 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 a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

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$3,136
NT$3,480 total
includes taxes & fees
Nov 4 - Nov 5
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.
A hotel reception desk with two computer stations, a modern wall design, and a visible window.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.

6. 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$4,259
NT$5,024 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.
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.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,259
NT$4,911 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont by IHG
An indoor swimming pool with wooden beams, clear glass walls, and lounge chairs.
A hotel room with two single beds, a desk with a chair, a flat-screen TV mounted on the wall, and a window with curtains.
A modern room with a flat-screen TV, a yellow sofa, a round wooden table, a patterned armchair, and a painting on the wall.
A hotel lobby with a dining area, a bar, and a seating area with curtains.

8. Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream
Carol Stream
  • Splash into family fun at this poolside retreat with a fitness center and 24-hour amenities for adventures all day long.
NT$3,277
NT$3,637 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Chicago-Carol Stream
A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.
A hotel room with a large bed, two bedside lamps, and a city view through a large window.
A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.

9. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
Downtown Chicago
  • Centrally located Chicago hotel offers kids' comforts and breakfast within reach of family attractions.
NT$5,573
NT$6,626 total
includes taxes & fees
Nov 12 - Nov 13
Hyatt Place Chicago/River North
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A bar area with a long counter, multiple stools, and shelves stocked with bottles.
A spacious lobby with a wooden floor, a central dining table with chairs, a blue sofa, and a leather couch.

10. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
  • Family-friendly Chicago adventure awaits just steps from Michigan Avenue with comfortable river views and boutique charm.
NT$5,734
NT$6,818 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
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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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great!!"
Donna 1-night trip
Posted less than an hour ago
Hilton Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"What a great hotel, and in a great location in Chicago. Super Clean and cool vibe."
Peter 1-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."
Matthew Edward 2-night trip
Posted 6 hours ago
Eurostars Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 2 days ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent
"I love that I had my own parking spot with the hotel"
Fatima 1-night trip
Posted 2 days ago
The Chicago Hotel Collection River North
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Had a great night in a great room!"
Sherron 1-night trip
Posted 2 days ago
Hotel Saint Clair- Magnificent Mile

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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