The Great Highwood Pumpkin Festival, the largest outdoor celebration on the North Shore, returns from October 1–4, 2026. The festivities kick off with a Community Night and Opening Carnival on Thursday, followed by a full weekend of seasonal activities including all-you-can-carve pumpkin stations and the iconic nightly lightings of the massive pumpkin walls.

The festival grounds will feature two stages of live music, carnival rides, and a variety of food and beverage vendors. Attendees can also participate in festive traditions such as costume contests, pumpkin pie eating competitions, and trick-or-treating. Interactive seasonal installations are scattered throughout the event, and leashed dogs are welcome to join in the autumn fun.

< Back to Calendar of Events