Experience non-stop excitement exploring Highland Park Illinois Scavenger Hunt alongside iconic landmarks and hidden gems throughout Highland-Park—from dazzling street art spots to storied plazas.
Gather your team for trivia quests, daring photo tasks, and playful challenges that rack up points in our app—then compare scores and celebrate victories together!
Top Outdoor Activities In Highland Park, Illinois
Step into the vibrant energy of Highland-Park, where Lake Michigan breezes meet the artsy flair of the Ravinia Festival City. Whether you are a local or visiting Highland Park for the first time, these outdoor activities offer an unbeatable way to explore every corner. Discover must-see sights and hidden gems while enjoying fresh air, laughter, and adventure. Outdoor activities in Highland Park promise unforgettable memories for families, friends, and explorers alike.
Adventurers exploring in Highland Park!
Outdoor Experiences in Highland Park, Illinois
Get ready to dive into our expertly curated list of outdoor activities in Highland Park! Each experience is crafted to bring out your adventurous side as you uncover unique sights and stories throughout this dynamic North Shore suburb. From scenic parks to iconic neighborhoods, our outdoor activities blend excitement with discovery—perfect for anyone seeking new thrills or looking for things to do on their next day trip. Embark on a journey that will have you seeing Highland Park through fresh eyes and leave you eager for more.
Top Rated
5.0 (265 reviews)
High Hopes & Hidden Clues: The Highland Park Hunt Scavenger Hunt
Downtown, Highland Park, Illinois
Experience a self-guided Downtown tour in Highland Park with an app-led scavenger hunt...
5.0 (73 reviews)
Forester’s Find: The Lake Forest College Hunt
Lake Forest College, North Chicago, Illinois
Experience a self-guided, app-led Lake Forest College tour with interactive trivia, photo...
5.0 (68 reviews)
Home Alone: The McCallister Map Run Scavenger Hunt
Pop Culture: Home Alone Movie Film Locations, Chicago, Illinois
Outsmart boredom, ya filthy animals! Tour Home Alone’s Winnetka: from the McCallister...
5.0 (66 reviews)
The Great Forest Hunt: Roots of Discovery
Lake Forest College, North Chicago, Illinois
Experience a self-guided Lake Forest College tour with an app-led scavenger hunt featuring...
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An Epic Highland Park, Illinois experience
How Our Highland Park, Illinois Outdoor Activities Work
Our expert team researches over 3,050 cities globally—including dozens right here around None—to deliver thoughtfully crafted routes filled with challenge quizzes, clear maps, and tailored instructions unique to each destination.
During every activity in Highland-Park, teams explore on foot: answering trivia at historical markers, snapping creative photos at murals, solving puzzles by public art installations—all tracked through our award-winning app where achievements unlock bragging rights city-wide.
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Top Outdoor Attractions In Highland Park
Highland Park's top attractions come alive when experienced through engaging outdoor activities. Stroll through Sunset Woods Neighborhood's leafy paths or snap photos along Central Avenue District's bustling streets. Marvel at historic Fort Sheridan Area architecture or catch live music at Ravinia Festival City—all while participating in interactive experiences designed for maximum fun. See why these must-see destinations make every outing memorable.
Click on each location to see related activities.
1
North Shore Sanitary District Tower
Explore Highland Park's vibrant outdoor spaces in the North Shore Suburb. Discover hidden murals and local art near the Highland Park Metra Stop. Locals love the unique sculptures tucked beside Central Avenue.
2
Jens Jensen Park
Wander through the Ravinia Festival City area, where live music echoes on summer evenings. Stroll Sunset Woods Neighborhood trails and catch glimpses of Lake Michigan's lakeside charm as locals do.
3
Willits House
Step into Highland Park's Central Avenue District for a lively outdoor scene. Street musicians and craft beer patios make this a favorite spot among locals seeking fun things to do outdoors.
4
Highland Park City Hall
Experience Moraine Park Village, a hidden gem for outdoor activities in Highland Park. Locals say spring brings wildflowers along winding paths—perfect for sightseeing or a relaxing afternoon stroll.
5
Stupey Log Cabin
Take a walk near Michael Jordan's Mansion—an iconic spot in Highland Park. The grand gates are a must-see for sports fans exploring Chicago Northshore Community on an outdoor adventure.
See our Top Outdoor Activities By Neighborhood
From Moraine Park Village charm to the lakeside tranquility near Michael Jordan's Mansion, each neighborhood offers it's own flavor of adventure with our unique outdoor activities. Ready to discover what makes these areas special? Click on these neighborhoods to see the related activity.
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Highland Park
Our guests rave about their adventures with outdoor activities in Highland Park! With glowing five-star ratings and enthusiastic testimonials like 'The best way to view Highland Park!', it is clear why so many choose us for unforgettable outings. Trust our reputation for delivering top-notch experiences every time.
I wanted something fun that both my grandkids and I could enjoy—and this totally delivered. We split into teams and turned it into a full-on competition! It was one of the most unique outdoor activities together, and it didn't require much planning.
Joseph Wisniewski
Not usually one to write reviews, but this experience deserves it. We were looking for fun outdoor activities that weren't the usual bar or dinner—and this got everyone moving, laughing, and discovering cool spots in the city we'd never noticed before.
David Rhineback
It's hard to find experiences that are fun for both family and friends—but this one nailed it. We were exploring, laughing, and making memories together. Easily one of the best outdoor activities as a group, no matter your age.
Lianna McPhee
We've been around our city a million times, but this helped us see it in a completely new way. It's such a fun thing to do when you're tired of the usual weekend plans. Highly recommend if you're looking for something different and interactive.
Rebecca Gionussi
FAQs.
LOCAL INSIGHTS
Fun Highland Park Facts and Hidden Gems
Highland Park was founded in 1869 as a lakeside retreat just north of Chicago—a haven known today as both the Ravinia Festival City and a cornerstone of Chicago’s Northshore Community.
The city boasts one-of-a-kind sites like Michael Jordan’s mansion and hosts world-class live music events that draw visitors year-round. Did you know some art
The city boasts one-of-a-kind sites like Michael Jordan’s mansion and hosts world-class live music events that draw visitors year-round. Did you know some art
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