Things to do in Highland Park

Activities, attractions and tours

Photo by Meghan hernandez
Photo by Meghan hernandez
Photo by Tedi Zlat
Photo by Tedi Zlat
Photo by Emily
Photo by Emily
Photo by throwingsofas
Photo by throwingsofas
Photo by throwingsofas
Photo by throwingsofas

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.

What to do in Highland Park

Popular places to visit

Wrigley Field featuring central business district, a city and a sporting event

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 street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home 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

Navy Pier

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

Navy Pier
McCormick Place

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 street scenes, autumn leaves and modern architecture

Millennium Park

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

Millennium Park
Soldier Field which includes a city, modern architecture and a skyscraper

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

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 featuring a bay or harbour, a city 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 which includes 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
Photo by Tara Jabbari

Northbrook

Photo by Tara Jabbari

Highwood

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

Chicago

Frequently asked questions

Is Highland Park worth visiting?
With a blend of shopping and golfing, there's no shortage of things to do in Highland Park. When you're here, check out Marriott Theatre, a leading attraction in the area.
How do I spend a day in Highland Park?
Start your sightseeing with a visit to Wagner Farm and Langdon Park Beach. Then, tour other areas of Highland Park for local restaurants and some retail therapy.
What is the top tourist attraction in Highland Park?
You can't leave without exploring Marriott Theatre, ranked the top tourist attraction in Highland Park.
Is three days enough to stay in Highland Park?
Three days will give you plenty of time to check out the leading city attractions, such as Rosewood Beach, Writers Theatre and Forest Park Beach. The average stay in Highland Park is two days. If you feel the urge to extend your break, Chicago isn't far away.
Is Highland Park a walkable city?
If discovering on foot sounds like your style of holiday, Highland Park is an ideal destination. Find top sights, including Rosewood Beach, a walkable distance from downtown. You can also go for a stroll around Highwood, a cool neighbourhood located about 3 kilometres from the city centre.
What are some activities to do in Highland Park with kids?
Whether you're travelling with hard-to-please teens or tiny adventurers, an itinerary filled with cool activities is the key to a stress-free getaway. Browse our ideas for what to do in Highland Park with kids.
What to do in Highland Park for adults?
There's no shortage of things to do in Highland Park, with entertainment for adults of all ages. Cap off your day with a visit to Chevy Chase Country Club or The Glen Club.
Are there free things to do in Highland Park?
In Highland Park, Rosewood Beach is a popular spot for anyone wanting to see the city without taking their wallet out. Also, check out the other neighbourhoods and green spaces, and ask a local tour guide for recommendations. It's a simple way to discover the best free things to do in Highland Park.