Things to do in Highland Park

Activities, attractions and tours

A pebbly beach with waves at sunset.
An aerial view of a residential area with houses, a large building complex, and a tower.
A beach with sand dunes and sparse grass.
An aerial view of a campus with a prominent tower, a lake, and surrounding residential buildings.
An aerial view of a residential area with a large green park, a prominent tower, and a coastline in the background.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

S$35
per adult
98% of travellers recommend
Flyover in Chicago
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

S$201
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
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What to do in Highland Park

Stay near popular Highland Park attractions

Ravinia Park

8.4/10 (5 reviews)
Ravinia Park hosts North America's oldest outdoor music festival in a picturesque setting. Enjoy performances while picnicking on the lawn, with the Chicago Symphony Orchestra often featured during summer evenings.
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A cityscape with tall buildings, a river, and a bridge at dusk.

Northbrook

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

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.