Search Family-Friendly Hotels in Crestwood

Start date: Check-in selected.
To Date
End date: Check-out

    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 Crestwood Family-Friendly Hotels

Top Crestwood Family-Friendly Hotels

Premium Private Quadruple Room, 4 Twin Beds | 1 bedroom, premium bedding, in-room safe, blackout curtains
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2508)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ₹6,763
₹9,487 total
includes taxes & fees
12 Nov - 13 Nov
Freehand Chicago
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2912)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is ₹8,090
₹12,078 total
includes taxes & fees
12 Nov - 13 Nov
Warwick Allerton - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3128)
"Our stay was great"
United States
Bruce E
The price is ₹10,240
₹12,020 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4734)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is ₹8,977
₹10,538 total
includes taxes & fees
11 Nov - 12 Nov
River Hotel
Lobby sitting area
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2288)
"Great stay and great location "
United States
Wendy
The price is ₹7,140
₹11,066 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Felix River North/Magnificent Mile
Cocktail bar
Claridge House
Claridge House
4.0 star property
9.0 out of 10, Wonderful, (1400)
"Wonderful Stay!"
United States
catherine
Claridge House
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3982)
"Great place to stay. "
United States
sherry
The price is ₹11,510
₹13,511 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1378)
"Great place to stay"
United States
Adam
The price is ₹11,871
₹13,935 total
includes taxes & fees
18 Nov - 19 Nov
The Wade
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3074)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is ₹10,552
₹12,387 total
includes taxes & fees
2 Nov - 3 Nov
Eurostars Magnificent Mile
Restaurant
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 star property
8.2 out of 10, Very good, (2600)
"Very nice place"
United States
Derrick
The price is ₹7,400
₹8,686 total
includes taxes & fees
10 Nov - 11 Nov
Best Western Grant Park Hotel
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

Top Crestwood Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Located in a convenient area. Staff were nice. Hotel was beautiful. "
Brandon 4-night trip
Posted 14 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Explore a world of travel with Expedia

Frequently asked questions

What's Crestwood like for family-friendly holidays?
The welcoming destination of Crestwood is a good choice if you've been considering a getaway with your children. The entertainment, recreation options and restaurants are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 23.2 mi (37.3 km) from the city centre.
When's the best time to book a family-friendly holiday in Crestwood?
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. Average annual precipitation for Crestwood is 1187 mm.
What's there to see and do with your family in Crestwood?
While you and your family are visiting Crestwood, you may want to explore some child-friendly attractions such as Hollywood Park, Gaelic Park and Chicago Ridge Shopping Mall. Make sure that you have lots of time for activities such as Moraine Valley Community College Fine and Performing Arts Center and Orland Square.