Highwood 5K Family Run, Walk and Stroll

Lace up your sneakers for the Highwood 5K Family Run, Walk and Stroll on Saturday, July 18, 2026, in the vibrant heart of Downtown Highwood, Illinois. This community-focused 5K welcomes participants of all ages and paces, encouraging runners, walkers, and strollers alike to enjoy a morning of active fun. The scenic course guides you along the picturesque lakefront trail and through the historic Fort Sheridan, offering beautiful views on an accommodating road terrain. As a true family event, even leashed pets, bikes, scooters, and wagons are welcome to join in the festivities, with a special route often available for walkers.

This cherished annual event is more than just a race; it's a celebration, kicking off the exciting Highwood Days Carnival and Taste of Highwood weekend. Your participation not only offers a memorable experience but also supports a worthy cause, with proceeds benefiting Josselyn, a nonprofit community mental health center providing essential services in Lake and Cook County. Typical race day conditions in mid-July feature highs around 85°F and lows around 64°F, with a slight 14% chance of precipitation, making for a generally warm and pleasant summer morning.

After crossing the finish line, traditionally located in downtown Highwood, participants can dive directly into the lively atmosphere of the Taste of Highwood. Many registrations for previous years have included perks like a race t-shirt and complimentary treats, such as a taco and a post-race beverage for those 21 and older, allowing you to refuel and celebrate your accomplishment amidst live music, delicious food, and carnival attractions. The Highwood 5K Family Run, Walk and Stroll promises an engaging and inclusive experience, blending fitness, community spirit, and the joy of local festivities.