Things to do in Crestwood

Find and book activities, attractions and tours

Explore thousands of activities with free cancellation and no added fees.

Design your experience with airport transfers, excursions, day tours & more.

Get an insider's look in what to book before you travel.

Crestwood must see attractions

1. Navy Pier

Navy Pier draws more than 8.6 million visitors each year. It has rides, restaurants, shops, parks and boat tours, all within a 50-acre pier on Lake Michigan. Open year-round, it’s busiest in the summer months when there are open-air stalls selling souvenirs and weekly firework displays.
Learn more
Navy Pier featuring a sunset and rides

2. McCormick Place

McCormick Place is both the biggest convention center in Chicago and the biggest one anywhere in the U.S. This vast, sprawling complex is an impressive feat of architecture and engineering that was founded well over half a century ago. Attend an event here to get a sense of its incredible scale.
Learn more
McCormick Place showing a high rise building and a city

3. Millennium Park

Millennium Park is a 25-acre (10 hectare) park in the central Loop. Locals and tourists gather year-round for concerts, biking and jogging, and to admire the sculptures dotting the landscape. Conveniently located near other attractions, it’s easy to combine a walk through the park with a visit to the Art Institute of Chicago or shopping along the Magnificent Mile.
Learn more
Millennium Park featuring a city, modern architecture and fall colors

4. Soldier Field

Soldier Field has been one of Chicago’s most well-known landmarks since its construction in 1924 and is the oldest NFL stadium in the country.
Learn more
Soldier Field featuring a skyscraper, modern architecture and a city

5. Grant Park

Grant Park is one of Chicago’s most loved and diverse public parks, with a host of family-friendly attractions and activities. It spreads across 319 acres (129 hectares) between Michigan Avenue and the banks of Lake Michigan. Grant Park is a scenic area blessed with everything from concert venues and museums to public art, statues and well-groomed lawns. Walk along wide tree-lined promenades dissecting the park.
Learn more
Grant Park showing a garden and night scenes

6. Chicago Riverwalk

Get a sense of the culture and character of the Windy City by wandering along the Chicago Riverwalk. This scenic stretch of the city follows the banks of the Chicago River from near the edge of Lake Michigan through Downtown to where the river splits. As you follow the walkway, pass impressive bridges, fascinating museums and trendy dining spots.
Learn more
Chicago Riverwalk which includes a city, a bay or harbor and a river or creek

What to do in Crestwood

Discover the most popular places to visit in Crestwood

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

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.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
McCormick Place showing a high rise building and a city

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Soldier Field featuring a skyscraper, modern architecture and a city

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park
Chicago Riverwalk which includes a city, a bay or harbor and a river or creek

Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Riverwalk
Six Flags Great America featuring rides

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.

Six Flags Great America

Popular day trips from Crestwood

Photo by Erik Rowley

Oak Forest

Chicago which includes a city and a high rise building as well as a family

Chicago