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Check availability on Hillside Family Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Hillside Family Hotels

The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1131)
"Enjoyed staying here!"
The price is AED 149
AED 692 total
includes taxes & fees
11 Aug - 12 Aug
The Chicago Hotel Collection - Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2052)
"Beautiful property, will definitely stay there again."
The price is AED 666
AED 889 total
includes taxes & fees
1 Sep - 2 Sep
Sable at Navy Pier Chicago, Curio Collection by Hilton
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2272)
"Location, cleanness and staff were very good "
The price is AED 393
AED 461 total
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2565)
"Great location and hotel!"
The price is AED 528
AED 619 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Chicago/Magnificent Mile Suites
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2572)
"Good location and excellent staff and service."
The price is AED 434
AED 509 total
includes taxes & fees
2 Sep - 3 Sep
Best Western Grant Park Hotel
The Drake
48-inch flat-screen TV with cable channels, TV, pay movies

The Drake

4.0 star property
8.8 out of 10, Excellent, (1257)
"Awesome place to stay"
The price is AED 631
AED 741 total
includes taxes & fees
18 Aug - 19 Aug
The Drake
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1953)
"Very pleasant stay!"
The price is AED 585
AED 686 total
includes taxes & fees
1 Sep - 2 Sep
DoubleTree by Hilton Chicago - Magnificent Mile
The Talbott, Autograph Collection
Front of property

The Talbott, Autograph Collection

4.5 star property
9.2 out of 10, Wonderful, (26)
"Fantastic location and hotel! "
The price is AED 742
AED 963 total
includes taxes & fees
24 Aug - 25 Aug
The Talbott, Autograph Collection
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1337)
"Staff was so friendly and the rooms were really clean!"
The price is AED 536
AED 630 total
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1030)
"Nice hotel "
The price is AED 863
AED 1,164 total
includes taxes & fees
17 Aug - 18 Aug
Pendry Chicago
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.

Top Hillside Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"History "
David 4-night trip
Posted 14 hours ago
Palmer House a Hilton Hotel

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