Search Resorts in Crestwood

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Resorts in Crestwood

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Experience the grandeur of this iconic hotel, set amidst beautifully landscaped gardens.

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1000)
"Will stay here again! "
The price is ₩167,941
₩209,358 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Wind Creek Southland Casino and Hotel
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (75)
"Nice hotel for the area."
The price is ₩275,609
₩308,627 total
includes taxes & fees
Aug 6 - Aug 7
Wind Creek Southland Casino and 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.
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Frequently asked questions

What is Crestwood like for a resort vacation?
You deserve some time off, and a resort is the perfect place to treat yourself to the services and amenities you need for a relaxing stay in Crestwood. One of the 42 comfortable resorts in the surrounding area might be just what you're searching for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or nightly entertainment options.
What's a favorite resort for my stay in Crestwood?
Here are our top-rated resorts around Crestwood: Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 16 mi (25.8 km) from Crestwood. Features 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Wind Creek Southland Casino and Hotel - Spa resort. 8.4 mi (13.5 km) from Crestwood. Has 4 restaurants, 3 bars, and a full-service spa.
What can I do in Crestwood?
Travelers enjoy the shopping and other activities in Crestwood, and also have good things to say about the dining options here. Hollywood Park offers fun for the whole family, while Soldier Field is one of the most popular places to visit nearby. Other attractions in the area include Trinity Christian College and Gaelic Park.
What's the seasonal weather like 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 the best way to get to and around Crestwood?
Fly into Chicago Midway Airport (MDW), which is located 8.8 mi (14.2 km) from the heart of the city. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.