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61st Art Fair on the Square
Art fair consisting of selected exhibitors' work in a variety of disciplines including: ceramics, digital art, drawing/pastels, fiber, glass, jewelry, metal, graphics/printmaking, mixed media, painting, photography, sculpture & wood. Silhouetted against classical architecture and stately mature trees, the artists set up their outdoor galleries around historic Market Square. There will also be a children's art tent for the creative little ones.
Join the 5th annual Fort2Base Race. There are two event distances, 10 Nautical Mile or 3 Nautical Mile events (11.5 miles or 3.45 miles). The 10NM event begins at Fort Sheridan in Highland Park, runs along the North Shore Trail and finishes within the confines of Naval Station Great Lakes. The 3NM event is run solely within Naval Station Great Lakes. All registered participants receive a tech shirt and finishers medals. Runners and walkers welcome!
The Great Highwood Pumpkin Festival
The City of Highwood is honored to once again transform into Pumpkin Fest headquarters. This event orchestrates fan favorite activities including a pet costume contest, Light Up the Night Parade, 5K Pumpkin Run, Walk & Kids’ Dash, onsite carving, nightly pumpkin wall lighting ceremonies, hay rides, pumpkin bowling, pony rides, petting zoo, carnival rides, kids crafts, live entertainment, pumpkin beer tasting, and seasonal food and beverage vendors galore.
6th Annual Bloody Mary Fest
Judged by a host of celebrity experts and real people, professional and amateur mixologists compete for the title of Best Bloody Mary in the Midwest. In it’s sixth year, the festival includes the very popular 5K Buddy Challenge, live entertainment, plenty of food vendors, beverages, and more! This event is held at Everts Park from 10am-5pm. More details to come.
Highwood's 5th Annual Garlic Fest
From 4-9pm, some 5,000 attendees come to Everts Park to sample a variety of garlic creations from out-of-the-ordinary garlic ice cream, candy, cupcakes and cocktails, to the more usual pastas, sauces, breads, and butters. Held during Highwood’s Evening Market, the Fest features a Taste of Garlic Competition for the Savory and Sweet categories!