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 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Hillside family-friendly hotels

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$2,738
NT$3,065 total
includes taxes & fees
Aug 30 - Aug 31
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$3,931
NT$4,402 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

3. Omni Chicago Hotel

Omni Chicago Hotel
Downtown Chicago
  • Find family fun in the heart of Chicago with premium amenities and free kid-friendly perks just steps from Millennium Park.
NT$7,185
NT$9,615 total
includes taxes & fees
Aug 16 - Aug 17
Omni Chicago Hotel

4. 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$3,259
NT$3,747 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Suites Chicago O'Hare Airport

5. Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
Countryside
  • Family paradise near Chicago where free cribs and premium TV channels make traveling with kids carefree and fun.
NT$3,834
NT$4,293 total
includes taxes & fees
Aug 13 - Aug 14
Best Western Plus Chicagoland - Countryside

6. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,574
NT$2,883 total
includes taxes & fees
Sep 7 - Sep 8
MainStay Suites Chicago Hillside

7. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Family fun and central Chicago location create unforgettable stays with indoor pool and complimentary breakfast daily.
NT$5,190
NT$6,170 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Chicago Downtown River North

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
  • Chicago family suites near Michigan Avenue offer spacious, kid-friendly accommodations just minutes from beach fun.
NT$5,176
NT$6,154 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago/Magnificent Mile Suites

9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
NT$5,401
NT$6,422 total
includes taxes & fees
Sep 7 - Sep 8
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

10. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
NT$5,865
NT$7,919 total
includes taxes & fees
Aug 30 - Aug 31
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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

Hilton Chicago

Hilton Chicago

8/10 Good
"The rooms were clean, but the main light was not working, and neither was the AC when we arrived. We called the front desk, and they were able to get the AC working. We had paid in full, but later received an invoice with an additional $30 in taxes and fees, including city, county, and destination fees, which we were not aware of at the time of booking. Overall, it was a good stay. The hotel is clean, and being part of the Skyline complex is a nice feature."
Fatima 1-night trip
Posted less than an hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Clean room and friendly staff. Convenient location."
Sobana Sarah 3-night trip
Posted 2 hours ago
Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"The Hyatt is a perfect place to enjoy Chicago is you want to stay close to the airport. Public transportation is close and easily accessible, the hotel is immaculately cleaned, and the staff helped in every way possible. I definitely recommend this hotel"
Chad 5-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago
River Hotel

River Hotel

8/10 Good
"Carpet in the room was very dirty and frayed at the edges. The passages were also dated and grungy. The bed was as clean and comfortable. Well located for walking and sightseeing."
Edna 2-night trip
Posted 5 hours ago
River Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Very nice, new room with excellent views of the city and Lake. Stayed for a concert at Soldier Field and it was an easy walk. Would stay again."
Jolie 2-night trip
Posted 14 hours ago
Hyatt Regency McCormick Place Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Good location, room was spacious, big bathroom."
Julie 1-night trip
Posted 15 hours ago
Fairmont Chicago at Millennium Park
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Regina should receive more pay(that’s my 2 cents. She didn’t mention or ask me to say this about her pay)! She was everything!! Friendly, helpful and very informative. Peaceful location. I enjoyed the sounds of the city, ASMR for sure. The room was clean, the water pressure was perfect. Bed was comfortable and the pillows had the right amount of fluff!"
Melvin 2-night trip
Posted 17 hours ago
Crowne Plaza Chicago West Loop 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 United Center and Wrigley Field. Make sure you have plenty of time to take in activities in the area like Soldier Field, Navy Pier, and Michigan Avenue.

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