
Miles That Matter: A Race That Brings Community Together!
7 May 2026On May 31, the North Shore Classic will once again bring runners, volunteers, and spectators together in Highland Park for a day that is as much about community as it is about competition. Beginning near Central Avenue and St. Johns Avenue, the race features both a half marathon and a 5K, with routes that highlight the area’s natural beauty. The half marathon winds through tree-lined neighborhoods, along Sheridan Road, and near Fort Sheridan, offering a mix of rolling hills and lakefront views, while the 5K provides a shorter but equally engaging route. There’s also a kids’ race, so younger participants can join in and be part of the fun.
Established in 1981, the North Shore Classic has been a Highland Park tradition for more than four decades, drawing participants from across the region. Now produced by Ventures Endurance, the race is part of a broader portfolio of Endurance events across the country, allowing organizers to maintain its quality while continuing to grow its local impact.

“The race has always been a really special event for Highland Park,” said Dan Lakin, Senior Manager of Event Operations and Executive Race Director. “Over the years, it’s grown into something that brings people together not just to run, but to celebrate the community.”
Highland Park Community Foundation (HPCF) serves as the race’s beneficiary, a partnership that has strengthened in recent years. For Craig Leva, HPCF Board Member and Secretary, the connection between the event and the Foundation is a natural one. “It’s a race that takes place in Highland Park, so funds raised directly support needs throughout the community,” Craig said.

Since becoming a beneficiary, the North Shore Classic has contributed to HPCF’s growing impact. With the Foundation surpassing $1 million in grants distributed last year, partnerships like this play an important role in sustaining and expanding its work across Highland Park and Highwood. “All the money we receive goes directly to impactful programs,” Craig added. “Events like this allow us continue to meet critical needs of residents.”
In recent years, organizers have focused on making the race more inclusive and community-centered. In addition to the kids’ race, the event now includes an expanded post-race celebration. What was once a simple finish-line experience has evolved into a lively gathering with food, music, and space for participants to connect. “We’ve really tried to make the race more of a full community experience,” Dan said. “Whether someone is running the half marathon, walking the 5K, or bringing their kids out, there’s something for everyone.”

Volunteers play a critical role in making the event possible, with between 300 and 500 individuals needed each year. They assist with packet pickup in the days leading up to the race, help organize runners at the start line, staff water stations along the course, and support runners at the finish with refreshments and encouragement. “We truly couldn’t do it without the volunteers,” Dan said. “They help set the tone for the entire event and make sure runners feel supported every step of the way.”
The race also creates opportunities for local organizations to get involved. Laurie Williams, founder and executive director of Collaborative Community Housing Initiative (CCHI), highlighted how participation and volunteerism align with her organization’s mission. Founded in 2019, CCHI works to expand inclusive housing and community opportunities for individuals with intellectual and developmental disabilities, including the upcoming CCHI Commons residential co-op in Highland Park.

“Giving back and being part of the community is central to what we do,” Laurie said. “Opportunities like this allow people of all ability levels to contribute and be involved in meaningful ways.”
Beyond race day, the North Shore Classic serves as a celebration of the Highland Park and Highwood community, drawing visitors while also bringing residents together. For many, it offers a chance to experience the community in a new way — whether running the course or cheering from the sidelines. “One of my favorite parts is seeing people walk out their front doors and cheer on the runners,” Dan said. “There’s something really special about that kind of local support.”
As the North Shore Classic returns this year, it continues to reflect the strength, generosity, and connection that define Highland Park and Highwood. Whether running, volunteering, or simply showing up to cheer, community members play a role in making the event both a meaningful tradition and a lasting source of support. To register for the race visit northshoreclassic.com. To volunteer, visit northshoreclassic.com/volunteer

