
Crestwood Vacation Packages
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Your Crestwood Vacation
With plenty of highlights as well as hidden gems, this city is best explored with a Crestwood vacation package. Book a hotel in Hyde Park, which is good for history, nature and culture. A trip to Crestwood is a superb opportunity to do some sightseeing. Be sure to stop by well-known attractions like Chicago Ridge Shopping Mall, Trinity Christian College and Orland Square. Whatever your travel plans or budget, organizing your ultimate tailored Crestwood vacation is a piece of cake with Expedia.
Top Crestwood Vacation Deals


Swissotel - Chicago
Reviewed on Apr. 30, 2025


LondonHouse Chicago, Curio Collection by Hilton
Reviewed on Apr. 27, 2025

Dorothy's
Reviewed on Apr. 28, 2025
Crestwood Hotel Deals

Reviewed on Apr. 29, 2025

Reviewed on Apr. 28, 2025

Reviewed on Apr. 28, 2025
Frequently asked questions
Discover the most popular places to visit in Crestwood

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
What to do in Crestwood

Chicago: Willis Tower Skydeck and The Ledge Ticket
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