The Highwood 5K Family Run, Walk & Stroll returns to downtown Highwood on Saturday, July 18, 2026, offering a scenic morning of fitness and community. Starting at 9 a.m., the course guides participants through a picturesque route that includes the lakefront trail and the historic grounds of Fort Sheridan before returning to the city center.

The event is designed for all ages and fitness levels, welcoming families, friends, strollers, and pets to participate. Whether running for a personal best or enjoying a leisurely stroll, attendees can experience the natural beauty and local history of the North Shore during this hallmark weekend of the Highwood Days celebration.

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