Crestwood Holidays

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Your Crestwood Holiday

From its highlights to its hidden treasures, this city is best experienced with a Crestwood holiday package. Check out places to stay in Hyde Park, which is good for history, nature and culture. Fill your free time with tours of Trinity Christian College, Chicago Ridge Shopping Mall and Orland Square, some of the attractions you just have to see during your trip to Crestwood. Browse Expedia's wide range of travel options and book your ultimate holiday to Crestwood now.

Crestwood Holiday

Crestwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
11,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Galloping Ghost, DuSable Museum of African-American History and Smart Museum of Art

Our pick of the best Crestwood Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 5 Apr to 6 Apr
AU$219
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (4,039 reviews)
The toliet was loose in the bathroom

Reviewed on 2 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 5 Apr to 6 Apr
AU$184
5 Apr - 6 Apr
includes taxes & fees
8/10 Very Good! (10,007 reviews)
Good location for where we needed to be in the city. It’s a very dated hotel.

Reviewed on 2 Apr 2026

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 12 Apr to 13 Apr
AU$242
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (5,810 reviews)
Not clean, worn off properly

Reviewed on 3 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
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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What to do in Crestwood

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.