A serene lake with reflections of trees and a cloudy sky.

Search Resort Hotels in Crestwood from CA $236

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Our top choices for Crestwood resorts

1. Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (661 reviews)
"Great stay"
United States
Mario
The price is CA $226
CA $253 total
includes taxes & fees
Sep 8 - Sep 9
Wind Creek Southland Casino and Hotel

2. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,013 reviews)
"Very nice weekend escape convenient to where we were going"
United States
chauncey
The price is CA $192
CA $236 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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

Find out more about Crestwood

Crestwood Resorts information

Number of reviews
1,674
Accommodation
2 Resorts
Lowest Price
CA $236
Highest Price
CA $253

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: Wind Creek Southland Casino and Hotel - Luxury resort. 8.4 mi (13.5 km) from Crestwood. Features 8 restaurants, 4 bars, and a full-service spa. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 15.8 mi (25.5 km) from Crestwood. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool.
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 Gaelic Park and Lake Katherine Nature Center.
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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