A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside family-friendly hotels

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.2 out of 10, Good, (1,002 reviews)
The price is ₹11,423
₹12,791 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,000 reviews)
The price is ₹8,345
₹9,345 total
includes taxes & fees
12 Jul - 13 Jul
MainStay Suites Chicago Hillside

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,003 reviews)
The price is ₹8,987
₹10,064 total
includes taxes & fees
26 Jul - 27 Jul
Best Western Plus Chicago Hillside

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,123 reviews)
The price is ₹10,785
₹17,312 total
includes taxes & fees
30 Jun - 1 Jul
Freehand Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (650 reviews)
The price is ₹12,659
₹14,861 total
includes taxes & fees
28 Jun - 29 Jun
FOUND Hotel Chicago River North

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,647 reviews)
The price is ₹10,868
₹12,920 total
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,262 reviews)
The price is ₹15,429
₹18,343 total
includes taxes & fees
6 Jul - 7 Jul
River Hotel

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,567 reviews)
  • cleanliness
    Immersive family adventures await with premium in-room entertainment and oceanside location for all ages to enjoy.
The price is ₹12,650
₹17,846 total
includes taxes & fees
1 Jul - 2 Jul
Hotel 55 Chicago Downtown

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,641 reviews)
  • cleanliness
    Family-friendly Chicago escape with cots, entertainment, and a prime location near Water Tower Place and the beach.
The price is ₹11,156
₹13,264 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection - Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,464 reviews)
  • cleanliness
    Chicago family suites near Michigan Avenue offer spacious, kid-friendly accommodation just minutes from beach fun.
The price is ₹15,555
₹18,493 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Hillside Hotel Reviews

Frequently asked questions

What's Hillside like for family-friendly holidays?
The relaxing destination of Hillside is a great choice if you've been considering a holiday with the children. The entertainment, forests and restaurants are just a few things that make this an attractive spot for a family holiday. Fly into Chicago O'Hare International Airport (ORD), which is the closest airport, or Chicago Midway Airport (MDW), which is located 10.4 mi (16.7 km) from the city centre.
When's the best time to book a family-friendly holiday in Hillside?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
What's there to see and do with your family in Hillside?
While you are holidaying in Hillside, you and the family may want to see some interesting spots such as Wrigley Field and Michigan Avenue. Make sure that you have plenty of time to take in activities in the area such as Soldier Field, Navy Pier and United Center.

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