Find Family Hotels in Crestwood, IL

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Check availability on Crestwood Family Hotels

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Crestwood family-friendly hotels

Premium Private Quad | Premium bedding, in-room safe, blackout drapes, iron/ironing board
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2692)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is NT$1,717
NT$2,570 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4886)
"Would stay there again"
United States
Zach
The price is NT$2,300
NT$2,700 total
includes taxes & fees
Jan 30 - Jan 31
River Hotel
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1514)
"Very nice and quiet, excellent location"
United States
Anthony
The price is NT$1,911
NT$3,167 total
includes taxes & fees
Feb 1 - Feb 2
Claridge House Chicago, Tapestry Collection by Hilton
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9780)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3169)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is NT$2,948
NT$3,460 total
includes taxes & fees
Feb 5 - Feb 6
Eurostars Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3016)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NT$1,686
NT$2,904 total
includes taxes & fees
Jan 23 - Jan 24
Warwick Allerton - Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile

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, (2506)
"The room was amazing and the customer service was great!"
United States
Chelsi
Hotel Felix River North/Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3667)
"Great hotel!"
United States
William
The price is NT$2,814
NT$3,304 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Chicago/Magnificent Mile Suites
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3368)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is NT$2,277
NT$2,673 total
includes taxes & fees
Jan 28 - Jan 29
Club Quarters Hotel, Central Loop, Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4168)
"Stay was great and in a great location!! "
United States
Ashley
The price is NT$3,243
NT$3,807 total
includes taxes & fees
Jan 29 - Jan 30
citizenM Chicago Downtown
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 Crestwood Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The room was clean staff was very nice. I enjoyed the view of the fireworks it was great. I enjoyed the restaurant and food drinks were also good!! Great New Years Eve"
Queen 1-night trip
Posted 12 hours ago
Hyatt Regency Chicago

Frequently asked questions

What's Crestwood like for family-friendly vacations?
The welcoming destination of Crestwood is a good choice if you've been considering a getaway with your kids. The entertainment, recreation options, and restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 23.2 mi (37.3 km) from the city center.
When's the best time to book a family-friendly vacation in Crestwood?
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 31°F. Average annual precipitation for Crestwood is 47 inches.
What's there to see and do with your family in Crestwood?
While you and your family are visiting Crestwood, you might want to check out some kid-friendly attractions such as Hollywood Park, Gaelic Park, and Chicago Ridge Shopping Mall. Make sure you have lots of time for activities like Orland Square and SeatGeek Stadium.

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