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 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,708
NT$3,033 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Chicago Hillside

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
Sep 7 - Sep 8
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,547
NT$2,852 total
includes taxes & fees
Sep 8 - Sep 9
MainStay Suites Chicago Hillside

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
Sep 20 - Sep 21
Carleton of Oak Park

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$2,979
NT$3,306 total
includes taxes & fees
Aug 26 - Aug 27
SureStay Plus Hotel by Best Western Chicago Lombard

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

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

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

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$4,932
NT$5,622 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago O'Hare Rosemont

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$4,175
NT$4,926 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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Wonderful experience."
Brittany 1-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"excellent stay! awesome staff!"
Mariah 4-night trip
Posted 3 hours ago
Crowne Plaza Chicago West Loop by IHG
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"The international breakfast was amazing. The valet was prompt."
Andre 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Had a short stay but the stag was very accommodating and the hotel was well kept"
Dao 1-night trip
Posted 7 hours ago
Hyatt Regency McCormick Place Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Good location. Very large resort like property. Staff were friendly."
Brenda 1-night trip
Posted 8 hours ago
Hyatt Regency Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The location is very convenient and parking was easy."
Jennifer 1-night trip
Posted 9 hours ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Best hotel experience I’ve had in a while! Staff was very helpful and the room was great!"
Taylor 3-night trip
Posted 10 hours ago
Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

8/10 Good
"The location of this hotel is incredible, and the amenities were great (very nice gym, pool, etc…all in good order). A few frustrations with our stay, housekeeping didn’t visit at all 2 of the 4 days we were there and we needed to contact the desk for towels etc… Also the street noise was VERY loud at night, especially on weekend nights. Highly recommend earplugs to sleep with. Staff were all nice and friendly. Although there were staff in the lobby trying to stop and sell everyone some sort of Hilton timeshare (that was kind of annoying). We will be happy to stay again, but will bring earplugs (and better pillows) for our next stay."
Sharon 4-night trip
Posted 15 hours ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The hotel is literally located in the center of O’hare airport. You can pretty much get off or get on at either terminals 1, 2, or 3. We got a room upgrade too and that was cool. We had a nice and comfortable stay. I definitely recommend this hotel."
MARIA 1-night trip
Posted 15 hours ago
Hilton Chicago O'Hare Airport

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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