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Hillside Family Hotel

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Check availability on Hillside Family Hotel

Top Hillside Family Hotel

Free continental breakfast on weekdays
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, (1009)
"Nice place to stay"
United States
Roque
The price is HK$724
HK$811 total
includes taxes & fees
28 Dec - 29 Dec
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, (1004)
"Great Hotel"
Canada
Noor
The price is HK$712
HK$797 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Chicago Hillside
Exterior
MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside

2.5 star property
Hillside
6.2 out of 10, (1000)
"Quiet floor and clean room "
United States
sephora
The price is HK$589
HK$659 total
includes taxes & fees
11 Dec - 12 Dec
MainStay Suites Chicago Hillside
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, (2633)
"The room was spotless and the staff where great!"
United States
Maria
The price is HK$479
HK$700 total
includes taxes & fees
6 Jan - 7 Jan 2026
Freehand Chicago
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (366)
"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is HK$459
HK$539 total
includes taxes & fees
5 Jan - 6 Jan 2026
FOUND Hotel Chicago River North
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3003)
"Very beautiful place to stay"
United States
FaithBrenda
The price is HK$887
HK$1,269 total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing and will be staying again!"
United States
Angie
The price is HK$729
HK$855 total
includes taxes & fees
7 Jan - 8 Jan 2026
Eurostars Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2748)
"Great food clean room friendly staff"
United States
MARINA
The price is HK$654
HK$996 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is HK$561
HK$886 total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1743)
"Great staff with a great view of the city! Easy access to the L train to Wrigley Field. Will stay again!"
United States
Joseph
The price is HK$554
HK$651 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Room was clean, quiet, bed was comfortable, staff was friendly. It was a great trip!"
Ashley 2-night trip
Posted 1 day ago
Hilton Chicago/Magnificent Mile Suites

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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 United Center, Soldier Field and Navy Pier.