Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Best Resorts in Crestwood

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9

Our top choices for Crestwood resorts

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
9.2 out of 10, Wonderful, (433 reviews)
"Very clean and very nice staff."
United States
Ben
$155 nightly
The price is $174
Jun 23 - Jun 24
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Crestwood Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very happy with my stay. The location was ideal, as it was right next to millennium Park. And definitely within walking distance to Michigan Avenue, where all of the shops and attractions can be found. Front desk staff was friendly from check-in to check out. Would highly recommend, and look forward to staying here when I travel to Chicago again."
Maria 3-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Find out more about Crestwood

Crestwood Resorts information

Number of reviews
433
Accommodation
2 Resorts
Lowest Price
$174
Highest Price
$174

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 - Spa resort. 8.4 mi (13.5 km) from Crestwood. Features 4 restaurants, 3 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 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.

Explore a world of travel with Expedia