Search Resorts in Crestwood

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Crestwood Resorts

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property – evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1001)
"Will stay here again! "
The price is Rp1.975.083
Rp2.462.094 total
includes taxes & fees
11 Sept - 12 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Wind Creek Southland Casino and Hotel
Couples treatment room(s), sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.2 out of 10, Wonderful, (88)
"Nice stay"
The price is Rp3.238.128
Rp3.626.052 total
includes taxes & fees
1 Sept - 2 Sept
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.
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Very clean and beautiful view. "
Vitalii 1-night trip
Posted 5 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What is Crestwood like for a resort holiday?
You deserve a getaway, and a resort is just the place to pamper yourself with the services and amenities you need for a relaxing time in Crestwood. One of the 36 comfortable resorts in the surrounding area might be just what you're searching for, whether you're hoping for an amazing pool, blissful spa treatments or nightly entertainment options.
What's a top 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?
Travellers 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 in Crestwood?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.
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 city centre. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.