Search Hotel Resorts in Crestwood

Start date: Check-in selected.
End date: Check-out
    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
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Browse Select Crestwood Resorts

Wind Creek Southland Casino and Hotel
Couples treatment room(s), sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (101)
"Great place and staff "
The price is ₹17,038
₹19,080 total
includes taxes & fees
15 Sept - 16 Sept
Wind Creek Southland Casino and Hotel
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, (1000)
"Will stay here again! "
The price is ₹10,703
₹13,342 total
includes taxes & fees
14 Sept - 15 Sept
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.
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"The staff from the start were very nice and helpful. The hotel was clean loved the location of the hotel. Will definitely try booking ag this hotel next year "
Alexander 4-night trip
Posted 5 days ago
Hotel Felix River North/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff were so welcoming! They knew it was our anniversary and we got showered with little nice surprises. Thank you so much for making our stay so memorable and meaningful. Our room was perfect, the lobby and the bar/lounge were beautiful and again the staff were great. Location is within 15 minute walk to every thing. We will definitely be back! "
Janean 4-night trip
Posted 7 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Crestwood

Find out more about Crestwood

Crestwood Resorts information

Number of reviews
Accommodation
2 Resorts
Lowest Price
₹10,703
Highest Price
₹17,038

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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: 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. 16 mi (25.8 km) from Crestwood. Has 4 restaurants, 2 bars and a golf course. Highly rated for its pool.
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.