25 Best & Fun Things to Do in Highland Park IL

Highland Park, IL, is a charming city located along the beautiful shores of Lake Michigan. It is known for its friendly neighborhoods, lovely parks, and exciting cultural attractions. Whether you are a resident or just visiting, there are so many fun activities to enjoy. From outdoor adventures to art galleries and shopping, Highland Park has something for everyone.

In this guide, we will be looking at the best things to do in Highland Park. You can learn about popular parks where you can hike and picnic, local shops to explore, and fun events happening throughout the year. Get ready to find out how to make the most of your time in this wonderful city!

Things to Do in Highland Park IL

1. Attend a Concert at Ravinia Festival

The Ravinia Festival is a highlight of Highland Park. This outdoor venue offers a diverse lineup of music, including classical, jazz, and contemporary artists. Attending a concert here is more than just enjoying music; it’s a unique experience under the stars.

You can bring a picnic and a blanket to enjoy on the lawn. It’s the perfect way to relax while listening to your favorite tunes. Children are also welcomed, making it a family-friendly event. The atmosphere is lively and vibrant.

The festival runs from June through September. Tickets can be purchased online or at the gate, so make your plans early! Check out the schedule to catch performances from top-notch artists.

The scenic backdrop makes it all the more special. The lush greenery and comfortable seating areas enhance your concert experience. Whether you’re a fan of symphonies or pop music, there’s something for everyone.

If you’re looking for a memorable way to spend an evening, don’t miss Ravinia Festival. It’s a local treasure that showcases the best in musical talent.

Address: 200 Ravinia Park Rd, Highland Park, IL 60035.

2. Relax at Rosewood Beach

Rosewood Beach is a hidden gem in Highland Park, perfect for a relaxing day by the lake. This beautiful beach offers stunning views of Lake Michigan and is an ideal spot for sunbathing or simply enjoying a peaceful walk by the shore.

The beach has a sandy area where you can lay out a towel and unwind. It also features a large grassy area for picnics and gatherings. Bring your family or friends for a fun day outdoors!

For those who enjoy a bit more activity, there are swimming areas and beach games available. The clean facilities ensure a comfortable experience for all visitors. Lifeguards are on duty during the summer months, which adds an extra layer of safety.

The natural beauty surrounding Rosewood Beach makes it an excellent location for photography. Sunsets here are particularly breathtaking and worth capturing. You can also explore the nearby nature trails for a more adventurous experience.

Overall, Rosewood Beach is a perfect getaway from the hustle and bustle. Enjoy relaxation, fun, and the beauty of nature all in one place!

Address: 803 Sheridan Rd, Highland Park, IL 60035.

3. Explore Walter E. Heller Nature Center

Walter E. Heller Nature Center is a natural oasis located in Highland Park. This nature preserve spans 105 acres and offers a wonderful escape into nature. Visitors can explore diverse landscapes including woodlands, wetlands, and prairies.

The trails wind through beautiful scenery, perfect for walking, biking, or even birdwatching. Heller Nature Center features well-marked paths that are suitable for all ages. Take time to appreciate the local wildlife, from birds to small mammals.

The center also offers educational programs and events throughout the year. These activities aim to connect the community to nature and promote environmental stewardship. Families with children will especially enjoy the hands-on learning opportunities.

Picnic areas are available for visitors wanting to enjoy a meal surrounded by nature. It’s a great spot to relax after a nice hike. The tranquility of the environment makes it a favorite destination for those seeking peace.

In conclusion, Heller Nature Center provides an amazing way to connect with nature while staying within the city. Don’t miss the chance to unwind in this beautiful space.

Address: 2821 Ridge Rd, Highland Park, IL 60035.

4. Visit Moraine Park for Scenic Views

Moraine Park is one of Highland Park’s most scenic spots. The park provides breathtaking views of Lake Michigan and makes for a great picnic area. It’s a fantastic place to escape into nature without leaving the city.

The park features various walking trails for visitors to explore. As you walk, you’ll encounter dazzling landscapes, perfect for photography enthusiasts. Each season offers a unique experience, from vibrant spring flowers to the colorful foliage of fall.

Children can enjoy the playground area, while adults can relax on benches that overlook the lake. The sounds of nature enhance the park’s serene atmosphere. It’s a wonderful spot for families looking for a day out.

In the warm months, Moraine Park hosts community events and gatherings. This encourages socializing and enjoying the beautiful surroundings together. Don’t miss the chance to take part in activities that connect you to the community.

Moraine Park truly captures the essence of Highland Park’s natural beauty. Whether for a casual stroll or a family outing, this park is a must-visit location.

Address: 729 Edgewood Ln, Highland Park, IL 60035.

5. Bike or Walk the Skokie Valley Bike Trail

The Skokie Valley Bike Trail offers a fantastic opportunity for outdoor enthusiasts. Stretching over 30 miles, this trail is ideal for biking, walking, and running. It’s easily accessible and features a well-maintained pathway.

Riding along the trail lets you experience the beauty of the area. You’ll pass through scenic landscapes, charming neighborhoods, and local parks. It’s a great way to view Highland Park from a different perspective.

For serious cyclists or casual walkers, the trail is suitable for all levels. There are several entry points along the way, making it easy to start your journey wherever you like. Pack a water bottle and enjoy an active day outdoors!

The trail is perfect for families, too. Children can ride their bikes while you stroll beside them. It’s an excellent opportunity to teach kids about the joys of an active lifestyle.

Overall, explore the Skokie Valley Bike Trail to connect with nature and the community. You’ll enjoy fresh air while staying fit and seeing the sights.

Address: Available throughout Highland Park, IL 60035.

6. Hike in Openlands Lakeshore Preserve

For hiking lovers, Openlands Lakeshore Preserve is a must-visit. This preserve features beautiful trails that lead through natural landscapes along Lake Michigan. With various paths, it’s ideal for hikers of all levels.

The scenery here is spectacular. You can witness lush greenery, historic structures, and panoramic views of the lake. Wildlife is abundant, making it a perfect spot for nature observation and photography.

The trails are well-marked and easy to navigate. You can walk at your own pace while enjoying the tranquil environment. Additionally, the preserve often hosts guided walks to educate visitors about local flora and fauna.

Pack a picnic to enjoy after your hike, as there are designated areas to relax. Whether you’re alone or with friends and family, it’s a great way to spend a day outdoors.

Openlands Lakeshore Preserve also emphasizes conservation and offers information about protecting the environment. It’s a rewarding experience to enjoy the beauty while learning about preservation efforts.

Address: 26920 W St Mary’s Rd, Highland Park, IL 60035.

7. Play Golf at Highland Park Country Club

Highland Park Country Club offers an exceptional golfing experience. This well-maintained course is suitable for golfers of all skill levels. With beautiful landscaping and challenging holes, it’s a great way to spend the day.

The club provides various amenities, including a pro shop and dining options. After a day on the course, relax at the clubhouse with friends and enjoy delicious meals. The staff is friendly and ready to assist you with all your golfing needs.

Whether you’re a seasoned golfer or just starting, you’ll appreciate the well-designed course. The scenery enhances your experience, making every round enjoyable. Special events and tournaments are held throughout the year, encouraging participation from the community.

Booking tee times is easy, as the club offers online reservations. Make sure to check for any upcoming events or classes to improve your skills.

Golfing at Highland Park Country Club is more than just playing a sport; it’s about building connections and enjoying leisure time. Don’t miss out on this local favorite!

Address: Highland Park, IL 60035.

8. Stroll Through Downtown Highland Park’s Shops

Downtown Highland Park boasts a vibrant shopping scene. You’ll find a mix of unique boutiques, shops, and cafes. Strolling through the area is a perfect way to spend a leisurely afternoon.

The local shops offer everything from fashion to home decor. You’ll discover plenty of unique handmade goods and trendy clothing. Supporting local businesses helps the community thrive.

Additionally, there are delightful restaurants and cafes where you can grab a bite. Whether you enjoy coffee or a full meal, the dining options are delicious. Outdoor seating allows you to enjoy the weather while people-watching.

Events often take place in downtown, enhancing the shopping experience. From holiday festivities to gallery nights, there’s always something happening. Check out the schedule to make the most of your visit.

Lastly, the friendly atmosphere makes it easy to connect with local shop owners. Enjoy your shopping experience while being welcomed into the community!

Address: Downtown Highland Park, IL 60035.

9. Enjoy Chicago-Style Pizza at Lou Malnati’s Pizzeria

Lou Malnati’s Pizzeria is synonymous with Chicago-style pizza. Known for its deep-dish flavor, this local favorite offers a must-try experience. Each pizza is made with fresh ingredients and is cooked to perfection.

The crust is buttery and flaky, and the cheese is generously layered. Choose from various toppings to create your perfect pie. You can dine in or take out to enjoy your meal wherever you like.

The casual atmosphere makes it a great spot for families, friends, and pizza lovers. Kids will especially love the cheesy goodness! Share a large pizza and make memories while savoring delicious food.

Lou Malnati’s is not just about the pizza; it’s also deeply rooted in the community. The staff works hard to ensure every customer feels special. The friendly service adds to the overall enjoyment.

Don’t miss the chance to experience true Chicago-style pizza at Lou Malnati’s Pizzeria. It’s a dining experience that will leave you craving more!

Address: 1890 First St, Highland Park, IL 60035.

10. Have Brunch at Walker Bros. Original Pancake House

Walker Bros. Original Pancake House is the go-to spot for brunch lovers. Known for its delicious pancakes and hearty breakfasts, it’s a favorite for families and friends. The menu is vast, offering something for everyone.

You can start your day with signature pancakes, ranging from traditional to fruit-topped delights. If you prefer something savory, the omelets and crepes are also top-notch. Each dish is made with quality ingredients that will satisfy your hunger.

The inviting atmosphere and friendly staff make dining here a pleasure. You can enjoy your meal indoors or on the lovely patio during nice weather. It’s an excellent spot for those lazy weekend mornings.

Walker Bros. has a long-standing reputation for great service and delicious food. Patrons often rave about their experiences, ensuring you’ll enjoy your visit. It’s also a great place to gather with loved ones.

Overall, brunch at Walker Bros. is a tasty tradition in Highland Park. Don’t miss the chance to indulge in their famous dishes!

Address: Highland Park, IL 60035.

11. Explore the Local Art Scene at the Highland Park Art Center

The Highland Park Art Center is a cultural gem in the community. This center showcases local artists and offers various exhibits throughout the year. Visiting is a wonderful way to immerse yourself in the local art scene.

The center often hosts art classes and workshops for all ages. Whether you’re a budding artist or a seasoned pro, you’ll find opportunities to create and express yourself. Engaging with the community in this way fosters creativity and connection.

Exhibitions highlight a range of art forms. From paintings to photography, the diverse displays offer something for every art enthusiast. It’s a chance to appreciate the talent within Highland Park.

The center frequently collaborates with local schools and organizations. This strengthens the relationship between the art community and residents. Events often bring together families for art-inspired fun!

Overall, the Highland Park Art Center is an inspiring place. Whether you admire the art or participate in activities, there’s so much to gain from this local treasure.

Address: 1950 Green Bay Rd, Highland Park, IL 60035.

12. Visit the Highwood Historical Society and Museum

The Highwood Historical Society and Museum is a great destination for history buffs. This museum showcases the rich history of Highwood and its surrounding areas. Visiting is a great way to learn more about the local heritage.

Exhibits often feature artifacts, photographs, and documents related to the town’s past. You’ll discover intriguing stories about how the community has evolved over the years. The knowledgeable staff can provide insights and answer any questions.

The museum also hosts events that celebrate local culture. Community members are encouraged to participate and share their stories. It’s a wonderful way to connect with the town’s history.

Additionally, the museum is often involved in educational programs for schools. This helps instill a sense of pride in local heritage among younger generations. It creates opportunities for learning and engagement in the community.

Overall, the Highwood Historical Society and Museum is worth a visit. It’s a charming place that preserves and shares the rich history of the area.

Address: 455 Park Ave W, Highwood, IL 60040.

13. Participate in the Bitter Jester Music Festival

The Bitter Jester Music Festival is an exciting annual event in Highland Park. This family-friendly festival showcases talented local musicians and bands. It’s a fantastic way to experience live music in a vibrant community setting.

Held during the summer months, the festival brings together music lovers of all ages. Enjoy a range of genres, from rock to folk, while soaking up the lively atmosphere. Bring a blanket and relax as you listen to the great sounds.

In addition to live performances, the festival often includes food vendors and activities. It’s an excellent opportunity to try local cuisines or shop from local artisans. Families can enjoy crafts and activities for kids, ensuring fun for everyone.

The festival is not only about music; it also promotes community bonding. It fosters connections among residents and encourages participation in local culture. Check the schedule for exact dates and featured performers before making plans.

Overall, attending the Bitter Jester Music Festival is a memorable experience. Enjoy great music while celebrating the local spirit!

Address: Varies Seasonally in Highland Park, IL 60035.

14. Visit the Port Clinton Art Festival

The Port Clinton Art Festival is a highlight of the Highland Park cultural scene. This annual event showcases artworks from hundreds of talented artists. It’s a perfect opportunity for art lovers to browse and buy unique pieces.

Held in the late summer, the festival offers a festive atmosphere. Attendees can admire paintings, sculptures, jewelry, and more. Exploring the artistic displays allows for a chance to meet the artists and learn about their work.

In addition to art, the festival features live music and food vendors. Enjoy fantastic performances while tasting delicious local cuisine. It’s a celebration of creativity and community spirit.

Families are welcome, with activities designed for children. There are interactive art stations and entertainment to keep the little ones engaged. Everyone can find something enjoyable at the festival.

Overall, the Port Clinton Art Festival is an event you won’t want to miss. Celebrate creativity and support local artists in a fun day out!

Address: Varied Location in Highland Park, IL 60035.

15. Discover the Historic Sites of Fort Sheridan

Fort Sheridan is a historical landmark located in Highland Park. This site is rich in military history, offering visitors a glimpse into its past. Explore the remains of the fort and learn about its significance during the 19th century.

The site features several historic buildings, including officers’ quarters and barracks. Guided tours provide in-depth information about the fort’s operations and its role in American history. It’s a fascinating experience for history lovers!

In addition to its historical value, the grounds are beautifully maintained. Visitors can walk along the trails, taking in scenic views of Lake Michigan. The natural surroundings create a pleasant environment for exploration.

Fort Sheridan also hosts community events that celebrate local culture. Engaging with others while learning about history makes for a well-rounded outing. It’s an excellent way to connect with your community.

Overall, visiting Fort Sheridan offers both education and natural beauty. The experience is valuable for everyone, from history buffs to families seeking an enjoyable day outdoors.

Address: 575-699 Ft Sheridan Rd, Highland Park, IL 60035.

16. Explore the Sculpture Garden at the Art Center

The Sculpture Garden at the Highland Park Art Center is a delightful outdoor space. This unique area features a variety of sculptures that engage visitors and inspire art appreciation. Strolling through the garden offers a serene retreat from the chaos of daily life.

The sculptures encompass diverse styles and mediums, representing the work of local and national artists. Each piece tells a story, inviting interpretation and reflection. It’s an enriching experience to view art in this beautiful setting.

The garden is also a great spot for photography. Capture stunning images of the art amidst natural beauty. Each season transforms the garden, so there’s always something new to see and appreciate.

Visitors can take a leisurely walk while enjoying fresh air and creativity. There are benches available for those wanting to relax and contemplate the art. It’s a refreshing escape for artists, families, and anyone who enjoys art.

Overall, the Sculpture Garden enhances the Highland Park Art Center experience. Don’t miss the chance to explore this gem while you’re in the area!

Address: 1950 Green Bay Rd, Highland Park, IL 60035.

17. Enjoy Outdoor Swimming at the Highland Park Aquatic Center

The Highland Park Aquatic Center is a popular summer destination for residents. This facility features a large pool, water slides, and splash areas for families. It’s a great place to cool off during hot summer days.

Lifeguards are on duty, ensuring a safe swimming environment. You can enjoy various activities, from swimming laps to playing with kids in designated areas. The positive atmosphere makes it perfect for enjoyable family outings.

The center also hosts swim classes for children and adults, providing opportunities to improve skills. Community swimming events foster engagement and fun for everyone involved.

Relaxation areas are available for those wanting to take a break from the water. Chairs and shade spots enhance the lounging experience. Families can picnic and enjoy quality time outside together.

Overall, Highland Park Aquatic Center is an essential summer destination. Make sure to stop by for a day of fun and relaxation in the sun!

Address: 1200 Fredonia Rd, Highland Park, IL 60035.

18. Take Part in Community Events at the Highland Park Community Center

The Highland Park Community Center serves as a hub of activity for locals. This center hosts a variety of community events throughout the year. Attending these events is a great way to connect with neighbors and engage in community life.

Workshops, classes, and recreational programs are regularly scheduled, providing something for everyone. Families, seniors, and individuals can find enjoyable activities that suit their interests. Participation fosters new friendships and connections.

The center also organizes seasonal events, such as holiday celebrations and festivals. These gatherings bring joy to the community and offer opportunities for fun. It’s a wonderful atmosphere where everyone can feel included.

The staff is welcoming and passionate about building a strong community. They encourage participation and ensure visitors feel valued. Engaging with the community enhances the experience.

Overall, the Highland Park Community Center is a vital part of the town. Don’t miss out on joining in the activities and connecting with others!

Address: 1200 Fredonia Rd, Highland Park, IL 60035.

19. Go Fishing at Lake Michigan

Fishing at Lake Michigan offers an exciting outdoor adventure. The lake is home to a variety of fish, making it a popular spot for anglers. Whether you’re an experienced fisherman or a beginner, you’ll enjoy this relaxing activity.

Bringing your gear to the lakeshore is easy, and several access points are available in Highland Park. Cast your line and enjoy the tranquility of nature. Morning and evening are typically the best times to catch fish.

In addition to fishing, the surrounding views are stunning. The expansive lake provides a beautiful backdrop for your fishing trips. It’s the perfect way to unwind and connect with nature.

Many local fishermen share tips and experiences, creating a sense of community among them. It’s a friendly atmosphere where you can learn from others.

Overall, fishing at Lake Michigan is a fulfilling experience. Enjoy the peacefulness and potential for a good catch while soaking in the beauty around you!

Address: Lake Michigan Shoreline, Highland Park, IL 60035.

20. Attend the Vintage Car Show in Downtown Highland Park

The Vintage Car Show is a highly anticipated event in Highland Park. It attracts car enthusiasts and families alike. Annual car shows highlight classic cars and their unique histories. Visitors of all ages can appreciate the beauty of these vintage machines.

The show features a wide array of cars, from classic models to rare finds. You’ll see stunning restoration projects and meet passionate owners who share their stories. It’s an excellent opportunity for car lovers to connect and admire these automotive treasures.

Local vendors often participate, offering food, drinks, and merchandise. Enjoying treats while exploring the cars adds to the fun. Families can enjoy the lively atmosphere together, making it a perfect outing.

The event typically occurs during the summer months, enhancing enjoyment with warm weather. Check local listings for dates and specific details regarding this exciting show.

Overall, the Vintage Car Show is a fantastic community event. Don’t miss the chance to witness beautiful cars and enjoy a day out in downtown Highland Park!

Address: Downtown Highland Park, IL 60035.

21. Walk the Nature Trails at the Chicago Botanic Garden

The Chicago Botanic Garden is located just a short drive from Highland Park. This stunning garden features beautiful landscapes, plants, and walking trails. It’s a great destination for anyone who loves nature and tranquility.

The trails wind through various gardens, each with its unique theme. You can enjoy the beauty of flowers, trees, and serene water features. Walking here is a peaceful experience that allows you to escape city life.

The botanic garden is also educational, offering programs and demonstrations. Engage in gardening workshops or learn about plant care and conservation. These opportunities are great for families or anyone looking to enhance their knowledge of botany.

During the warmer months, the garden hosts events and exhibitions. These gatherings encourage community participation and appreciation for nature’s beauty. The dynamic atmosphere makes each visit special.

Overall, walking the nature trails at the Chicago Botanic Garden is an enriching experience. Don’t forget to bring your camera to capture the beauty of the landscapes!

Address: 1000 Lake Cook Rd, Glencoe, IL 60022 (nearby).

22. Discover the Historic Charles C. Haffner Home

The Charles C. Haffner Home is a historic site in Highland Park worth exploring. This beautiful home showcases the architectural style of its era. Visiting offers a unique opportunity to appreciate local history and craftsmanship.

The house has been well-preserved, allowing visitors to step back in time. Guided tours provide insight into the home’s significance and the lives of its previous owners. Learn about the history of Highland Park and its development over the years.

The surrounding gardens enhance the experience, providing a peaceful setting for visitors. You can take a leisurely walk around the grounds and appreciate the landscape’s beauty. It’s a wonderful space for relaxation or reflection.

Additionally, the home hosts events that celebrate local heritage. Community members are encouraged to engage and connect through these gatherings. It’s a great way to meet neighbors and learn about local traditions.

Overall, discovering the Charles C. Haffner Home offers an enriching glimpse into Highland Park’s past. Don’t miss the chance to visit this fascinating site!

Address: 1701 N 10th St, Highland Park, IL 60035.

23. Visit the Highland Park Library for Events and Exhibits

The Highland Park Library is not just a place for books; it’s a community hub. The library hosts a variety of events and exhibits for residents of all ages. It’s a wonderful place to connect, educate, and engage!

Throughout the year, the library organizes workshops, author talks, and educational programs. You’ll find activities catering to children, teens, and adults. It fosters learning and creativity in a welcoming environment.

The exhibits often feature local artists and themes. This allows visitors to appreciate diverse art forms while supporting the community. The library’s commitment to showcasing talent enriches the cultural fabric of Highland Park.

Additionally, quiet spaces are available for reading or studying. Patrons enjoy the calm atmosphere while diving into their favorite books or working on projects. It’s a perfect escape for those seeking inspiration.

Overall, visiting the Highland Park Library is a rewarding experience. Whether it’s attending an event or exploring the collections, there’s always something happening!

Address: 494 Laurel Ave, Highland Park, IL 60035.

24. Take a Scenic Drive Along Sheridan Road

Taking a drive along Sheridan Road is a delightful experience in Highland Park. This scenic route offers stunning views of Lake Michigan and the surrounding landscapes. It’s a perfect way to unwind while enjoying nature.

As you drive, you’ll see beautiful homes and picturesque gardens lining the road. The tree-lined streets create a charming atmosphere. Stop at viewpoints to capture spectacular views of the lake along the way.

The drive allows you to connect with the community, as you can easily access various parks and beaches. Whether you want to explore or just enjoy the ride, Sheridan Road offers it all.

It’s ideal for a relaxing weekend trip or an afternoon getaway. You can bring friends or family along to share the beautiful scenery and memories.

Overall, a scenic drive along Sheridan Road is a lovely experience. Enjoy the sights while soaking in the charm of Highland Park!

Address: Sheridan Rd, Highland Park, IL 60035.

25. Enjoy a Wine Tasting at the Nearby Wine Bar

A visit to a local wine bar offers a perfect way to unwind and socialize. Highland Park has several wine bars that provide an extensive selection of wines from around the world. It’s a great opportunity for wine lovers to taste and learn.

The atmosphere in these wine bars is warm and inviting. You can enjoy a relaxed evening with friends or family while sampling various wines. Knowledgeable staff can help you choose the best pairings and share interesting facts about the wines.

In addition to wine tastings, many bars offer small plates or cheese boards to complement the experience. This allows you the chance to indulge while sipping your favorite vintages. It’s a delightful culinary journey!

Wine events and tastings often occur, enhancing the social aspect of these venues. Engage with other wine enthusiasts and deepen your knowledge of wine varieties.

Overall, enjoying a wine tasting at a nearby wine bar is a memorable experience. Savor the flavors and take some time to relax in a charming environment!

Address: Various locations in Highland Park, IL 60035.

Final Thoughts

Highland Park, IL, offers a rich tapestry of activities and experiences for visitors and locals alike. From concerts at Ravinia Festival to the tranquility of Rosewood Beach, there’s something for everyone. Whether you enjoy art, nature, shopping, or cultural events, this charming community has it all.

As you explore Highland Park, you’ll find connections to local history and vibrant community spirit. Each activity showcases the beauty and culture of the area. For those interested in further exploration, consider checking out the things to do in Joliet for more exciting activities nearby, or for a different vibe, explore the things to do in Dixon. Whether you’re a resident or just visiting, the memories you create here will last a lifetime.