Step into the vibrant energy of Highland-Park, also known as the North Shore Suburb, where tree-lined streets meet lakeside breezes and local art pops around every corner. Our outdoor activities offer a fresh way to experience everything this lively city has to offer, from iconic landmarks to secret neighborhood gems. Whether you are sightseeing along the Lake Michigan shoreline or exploring Sunset Woods Neighborhood, there is always something new waiting for you. Outdoor Activities in Highland Park promise an unforgettable day out for locals and visitors alike.
4.8/5 stars for 2,000 Adventurers in Highland Park & 5,000,000 ADVENTURERS Around The World
Outdoor Experiences in Highland Park, Illinois
Get ready for adventure with our expertly curated list of outdoor activities in Highland Park! Each experience is crafted to bring out the best of this charming community—think unique challenges, creative tasks, and lots of laughter as you explore must-see spots and hidden corners. These outdoor activities are designed for all ages and group sizes, setting the stage for memorable moments and friendly competition. Dive in and discover why Highland Park is a top destination for those seeking fun things to do outdoors!
Feel the thrill as you embark on Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt,Highland Park Illinois Scavenger Hunt—uncovering iconic landmarks and tucked-away treasures throughout Highland-Park. Gather your crew for trivia quests, photo dares, and epic challenges—all scored live in our app so you can compete,
How Our Highland Park, Illinois Outdoor Activities Work
Our expert team researches over 3,050 cities worldwide—including dozens right here—to bring authentic local flavor into every Outdoor Activity we offer. Each experience features step-by-step guidance: route maps lead explorers on foot through iconic sites while trivia quizzes spark curiosity at every stop.
During each activity session your group solves puzzles at public art installations or historical markers while snapping photos at must-see locations around town—all tracked by our award-winning app where points unlock achievements and let teams compare scores citywide.
1
2
3
Top Outdoor Attractions In Highland Park
Highland Park attractions like Ravinia Festival City, Central Avenue District, and Moraine Park Village come alive through our engaging outdoor activities. Experience live music venues, stroll past art galleries brimming with local talent, or take in scenic views near Michael Jordan's Mansion—all while participating in interactive adventures that blend sightseeing with playful discovery. Every location reveals a new side of Highland Park's character and charm. Click on each location to see related activities.
1
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.
2
Highland Park Water Tower
Explore Highland Park's outdoor gems in the North Shore Suburb. Stroll past artful corners and leafy lanes, where locals say the best sunsets glow near the Central Avenue District.
3
Highland Park Public Library
Wander through Highland Park's vibrant outdoor spaces. Locals love spotting rare birds near Moraine Park Village and catching live music drifting from the Ravinia Festival City lawns.
4
Humer Building
Take in Highland Park's fresh air along tree-lined paths by the Metra Stop. Insiders recommend watching for murals that pop up overnight—an ever-changing canvas for sightseeing fans.
5
Highland Park War Memorial
Enjoy Highland Park's open-air wonders near Michael Jordan's Mansion. Locals whisper about secret picnic spots with views of Lake Michigan—perfect for relaxing after exploring city attractions.
6
C. S. Soule House
Experience outdoor activities in Highland Park by following leafy trails through Moraine Park Village. Locals suggest early mornings for peaceful walks before the city wakes up.
7
Jean Butz James Museum of the Highland Park Historical Society
Step outside in Highland Park's Historic Fort Sheridan Area. Locals know this spot as a haven for wildflowers and quiet moments, ideal for those seeking outdoor things to do on the North Shore.
1
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.
2
Highland Park Water Tower
Explore Highland Park's outdoor gems in the North Shore Suburb. Stroll past artful corners and leafy lanes, where locals say the best sunsets glow near the Central Avenue District.
3
Highland Park Public Library
Wander through Highland Park's vibrant outdoor spaces. Locals love spotting rare birds near Moraine Park Village and catching live music drifting from the Ravinia Festival City lawns.
See our Top Outdoor Activities By Neighborhood
Explore Outdoor Activities across top neighborhoods such as Historic Fort Sheridan Area or Sunset Woods Neighborhood—each offering their own unique vibe and highlights. Whether you want family friendly experiences or a day trip full of surprises, click on these neighborhoods to see the related activity.
See what people say about our outdoor activities in Highland Park
See why visitors rave about our outdoor activities in Highland Park! From five-star ratings to glowing testimonials like 'The perfect way to view Highland Park,' happy customers love discovering new sights while having fun together. Trust our proven experiences for your next outing.
Exploring City Hall on this interactive walking tour gave me a real sense of what makes central HP special. A great thing to do if you want a memorable experience as a visitor.
Roland Summers
I loved using the ScavengerHunt.com app for our Highland Park adventure. It was a great way to see North Shore Sanitary District Tower and enjoy a new experience downtown.
Felicity Greene
The Downtown HP walking tour took us to Jens Jensen Park which is such an underrated spot. This is easily one of the best outdoor things to do in Highland Park.
Adrian Rosenthal
My partner and I were looking for a unique date idea in Uptown Highland and this self guided tour was perfect. We had so much fun at Willits House along the way.
Wesley Kemp
Our family had a fantastic day exploring Downtown Highland Park on this walking tour. The kids loved stopping by the Stupey Log Cabin and learning some cool local history!
Marina Vaughn
The North Shore Sanitary District Tower made for an interesting stop on our Highland Park city walking tour. A must-do thing to do for unique experiences here.
Rylan Montague
I had a blast exploring Willits House on this Highland Park tour. Loved how interactive it felt without a guide and found new favorite sights in Uptown.
Alena Carver
This was the perfect date night experience in Downtown HP. We wandered through Jens Jensen Park and found it to be one of the best things to do together.
Galen Prescott
My family loved discovering Stupey Log Cabin during our Highland Park walking tour with ScavengerHunt.com. It was an awesome outdoor experience around The Loop.
Darian Winslow
Exploring Highland Park City Hall on a self-guided tour was such a cool way to see the heart of Uptown. Great thing to do for locals or visitors.
Maribel Hawthorne
The Highland Park City Hall stop made my scavenger hunt so much fun. I loved using the ScavengerHunt.com app as a way to see new sides of HPark on our outdoor walking tour.
Delaney Wheeler
Downtown HP is full of hidden gems and we found Stupey Log Cabin during our tour. This was an awesome date idea and definitely one of the best experiences for couples.
Harley Sampson
If you are looking for fun things to do in HighP, this walking tour is perfect. We discovered Willits House and enjoyed learning about it's history together. Great experience.
Jasper Finch
Our family loved this Highland Park tour with ScavengerHunt.com. The self-guided adventure led us to Jens Jensen Park and kept everyone engaged from start to finish.
Maisie Roberts
I had a great experience exploring Downtown Highland Park with ScavengerHunt.com. Walking past the North Shore Sanitary District Tower was such a cool surprise on the tour.
Clayton Morris
I used the ScavengerHunt.com app and it was a great way to explore North Shore Sanitary District Tower in Downtown HP. Perfect thing to do for tourists who want something different.
Talia Griffin
Just tried the self guided Highland Park walking tour through ScavengerHunt.com and loved seeing Willits House up close. Such a cool date night experience in Uptown HP.
Dorian Fletcher
If you are looking for fun things to do in Highland Park, this walking tour with ScavengerHunt.com is unbeatable. Exploring Jens Jensen Park outdoors was super relaxing.
Keira Benson
My family had an awesome time exploring Downtown HP on our Highland Park tour. The City Hall stop was a highlight and it is the best thing to do with kids in the Garden City!
Emory Collins
The Highland stroll tour was such a unique experience. Walking past the Stupey Log Cabin made me feel like I discovered one of Uptown HPs hidden gems.
Lena Matthews
FAQs.
LOCAL INSIGHTS
Fun Highland Park Facts and Hidden Gems
Did you know that Highland-Park was founded back in 1869 along the scenic shores of Lake Michigan? It's historic roots can be traced through grand architecture and lush parks that still captivate visitors today.
The city is home to Ravinia Festival City—the oldest outdoor music festival site in America—and legendary residents like Michael
Sale: 55% OFF Scavenger Hunt Tickets
Get up to 55% off on scavenger hunts and passes. Sale ends Tuesday, 05/12!
Tickets valid in 3,000+ cities worldwide cities.
Go anytime in the next 2 years. No reservations required.
ScavengerHunt.com has 10x more reviews than competitors and 4.9+ ratings.
We’re Charlie and Mike, founders of ScavengerHunt.com
Want an extra 10% Off Your Order?
NO, CONTINUE SHOPPING
Unlock your extra 10% off your first order!
Final step to get your extra 10% off!
Sign up for email & texts to get your code
Please enter a valid phone number.
MAYBE LATER
By submitting this form, you agree to receive recurring automated promotional and personalized marketing text messages (e.g. cart reminders) at the cell number used when signing up. Consent is not a condition of any purchase. Msg frequency varies. Msg and data rates may apply. Reply HELP for help and STOP to cancel. First time users only. Does not apply to custom events.By submitting, you agree to receive recurring automated promotional/personalized marketing text messages (e.g. cart reminders). Msg/data rates may apply. Reply STOP to cancel.
Woohoo!
An Extra 10% off discount has been applied when you checkout! This modal will close in 5 seconds...