Search Resort Hotels in Crestwood from CA $229

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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

Our top choices for Crestwood resorts

Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1,020 reviews)
"Great property!"
United States
Lindsey
The price is CA $186
CA $229 total
includes taxes & fees
May 25 - May 26
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.0 star property
East Hazel Crest
9.4 out of 10, Exceptional, (384 reviews)
"Rooms were very clean and staff was great!"
United States
Kelley
The price is CA $209
CA $234 total
includes taxes & fees
May 26 - May 27
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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Top Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Hotel was very clean; staff was very helpful; the area provided many restaurant and numerous sights to visit."
Arturo 1-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Crestwood

Crestwood Resorts information

Number of reviews
1,404
Accommodation
2 Resorts
Lowest Price
CA $229
Highest Price
CA $234

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 5 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. 15.8 mi (25.5 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.

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