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 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
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 room with a bed, a television, a desk, a chair, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.
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$2,918
NT$3,267 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 modern bathroom with a toilet, sink, and mirror.
A reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.
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$4,427
NT$4,957 total
includes taxes & fees
Sep 20 - Sep 21
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 reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,811
NT$3,148 total
includes taxes & fees
Sep 28 - Sep 29
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
Sep 20 - Sep 21
Carleton of Oak Park
A lobby with a staircase, two armchairs, a table, and a potted plant.
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.
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$2,763
NT$3,177 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn O'Hare Airport
A multi-story hotel with a prominent entrance and a parking lot.
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.
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$3,168
NT$3,516 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 lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
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 28 - Sep 29
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 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 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.

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$2,961
NT$3,287 total
includes taxes & fees
Sep 2 - Sep 3
SureStay Plus Hotel by Best Western Chicago Lombard
A large conference room with rows of chairs, a stage, and a carpeted floor.
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
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$4,023
NT$4,746 total
includes taxes & fees
Sep 7 - Sep 8
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 building with a sign that reads "Park Tavern."
A lobby with a reception desk, seating area, and large windows.
A swimming pool with lounge chairs and a potted plant.

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$4,900
NT$5,585 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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"The overall stay at Club Quarters was good. Note that our room did not have a fridge in it. This could be an issue for many guests."
Carol 1-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very convenient, not very quiet at night but everything else was perfect"
Ekaterina 4-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Coming back for sure!"
Gaylord 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Todo muy limpio y excelente servicio al cliente"
Virgen 2-night trip
Posted 2 hours ago
Hyatt Regency O'Hare Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"This place was super nice. Staff was so welcoming. Definitely coming back"
Selena 3-night trip
Posted 3 hours ago
Hyatt Regency Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Na"
Aayush 4-night trip
Posted 3 hours ago
InterContinental Chicago Magnificent Mile by IHG
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The location is good. It’s in walking distance of a lot of good places to eat and things to do the bar on the roof is a little smaller than I was expecting, especially from the pictures. The breakfast in the hotel was really good. I just didn’t know there was gonna be a few stairs in the room I was traveling with a few people that have some trouble with mobility, but it wasn’t too bad and some of the blankets could probably be replaced. They had a few holes in them, but overall, it was really nice place to stay. They were also really nice and stored our luggage before our train departed."
Sasha 3-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"."
Tinatin 1-night trip
Posted 5 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Chicago

Hilton Chicago

10/10 Excellent
"We stayed for one night at this beautiful and historic hotel. We enjoyed walking through the lobby looking at the history setup they had. The rooms were clean, the view from our room was amazing. We had a lake view + a view of the Buckingham Fountain. The staff was super helpful they were posted throughout the lobby floor ready to help and direct you to your destination. We had the breakfast buffet and the food was great, they had a good variety of breakfast food."
Antonio 1-night trip
Posted 9 hours ago
Hilton 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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