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 gym with treadmills, elliptical machines, and weight equipment.
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.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,912
NT$3,261 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 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 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$3,636
NT$4,072 total
includes taxes & fees
Sep 7 - Sep 8
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 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.
A bathroom with a sink, toilet, and shower.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,770
NT$3,101 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
Sep 10 - Sep 11
Carleton of Oak Park
A lobby with a staircase, two armchairs, a table, and a potted plant.
A bar area with multiple screens, a bar counter, and several black bar stools.
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 building with a modern architectural design, featuring a flat roof, large windows, and a prominent American flag.

5. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
Schiller Park
NT$2,753
NT$3,166 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 lobby with seating areas, a reception desk, and a decorative wall.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A hotel room with a large bed, a sofa, a desk, and a TV.

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 large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
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.

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 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.

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
Sep 1 - Sep 2
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$4,016
NT$4,738 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 lobby with a reception desk, seating area, and large windows.
A swimming pool with lounge chairs and a potted plant.
A building with a sign that reads "Park Tavern."

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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"Nice hotel. Clean and well maintained rooms. Helpful and friendly staff!"
Rodneca 1-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room was clean, bathroom was old and a bit smelly. Was fine for the one night we were there - a bit pricey tho"
Alexis 1-night trip
Posted 8 hours ago
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Perfect location, within walking distance of so many shops and restaurants. Beautiful view from the river view rooms. Staff are so helpful with unloading and loading your vehicle and getting your luggage up to your room. Valet is easy and convenient."
KINYATA 2-night trip
Posted 8 hours ago
The Royal Sonesta Chicago Downtown
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"The room was perfect and the staff is so nice and helpful! The parking was pretty expensive but understandable. There is a chipotle connected which was perfect for when we wanted to grab a quick dinner! Last thing is that breakfast ended at 9 am which was quite early for us who had stayed out late so I wish it was until at least 10 am"
Janelle 2-night trip
Posted 9 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

8/10 Good
"The pool is not an accessible pool. Fab view of Navy Pier!"
Karianne 1-night trip
Posted 9 hours ago
The Wade
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Loved this hotel, great location and wonderful accommodations, just perfect"
Laura 1-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Staff was very helpful, loved that you needed your key to get in past a certain time. We did slightly wierded out when staff came by on our first day, knocked and then immediately opened our door. A nice gesture was offered but it was something we didn't expect to happen. Other than that, we were close the buses and trains. Plenty of food options within walking distance."
Sarah 3-night trip
Posted 10 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great hotel in an excellent location, close to the Riverwalk and within walking distance of so many attractions. The hotel was quiet, clean, and nicely updated. We especially enjoyed the amenities and the really nice-sized pool. Overall, a great place to stay and explore Chicago!"
gabriela 4-night trip
Posted 13 hours ago
InterContinental Chicago Magnificent Mile 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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