Search Family-Friendly Hotels in Hillside

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside Family-Friendly Hotels

Tonight
7 May - 8 May
Tomorrow
8 May - 9 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Hillside family-friendly hotels

Exterior

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
7.0 out of 10, Good, (1,002 reviews)
The price is ₹9,934
₹11,124 total
includes taxes & fees
11 May - 12 May
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Lobby sitting area

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,005 reviews)
The price is ₹9,457
₹10,590 total
includes taxes & fees
25 May - 26 May
Best Western Plus Chicago Hillside
Exterior

MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,005 reviews)
The price is ₹8,421
₹9,429 total
includes taxes & fees
10 May - 11 May
MainStay Suites Chicago Hillside
Premium Private Quadruple Room, 4 Twin Beds | Premium bedding, in-room safe, blackout curtains, iron/ironing board

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,958 reviews)
The price is ₹8,827
₹12,181 total
includes taxes & fees
25 May - 26 May
Freehand Chicago
Exterior detail

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (593 reviews)
The price is ₹9,281
₹10,896 total
includes taxes & fees
10 May - 11 May
FOUND Hotel Chicago River North
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,430 reviews)
The price is ₹13,993
₹19,451 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,017 reviews)
  • cleanliness
    Family-friendly Chicago adventure awaits just steps from Michigan Avenue with comfortable river views and boutique charm.
The price is ₹14,484
₹17,220 total
includes taxes & fees
26 May - 27 May
L7 Chicago by LOTTE
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,178 reviews)
The price is ₹13,591
₹16,158 total
includes taxes & fees
25 May - 26 May
River Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,379 reviews)
  • cleanliness
    Family-friendly Chicago escape with cots, entertainment, and a prime location near Water Tower Place and the beach.
The price is ₹10,765
₹12,798 total
includes taxes & fees
11 May - 12 May
The Chicago Hotel Collection - Magnificent Mile
Lobby

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,689 reviews)
The price is ₹8,212
₹12,651 total
includes taxes & fees
25 May - 26 May
Hotel Felix River North/Magnificent Mile
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.
View all properties

Choose what matters most at family-friendly hotels in Hillside

Breakfast included
Pool

Top Hillside Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

4/10 Poor
"For the price this place shouldn’t really exist anymore and the whole property redone. Food is also depressing level. If you come from London you will know."
Joel 2-night trip
Posted less than an hour ago
Congress Plaza Hotel

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 United Center. Make sure that you have plenty of time to take in activities in the area such as Navy Pier, Michigan Avenue and Soldier Field.

Explore a world of travel with Expedia