Every October, Courthouse Park is transformed into a carnival of curiosities—ripe with pumpkins, delicious delights, and a dash of autumn mischief. For its 28th year, the Great Cortland Pumpkinfest returns with a weekend of enchantment and fall fun.

By daylight, wander rows of local artisans and crafters, sample seasonal treats like caramel apples and kettle corn, and marvel at pumpkins in every shape and size. Children can revel in hayrides, pony rides, and a bustling Kids’ Zone filled with games and crafts. Music drifts through the air, from bluegrass to rock, while the midway hums with laughter and cheer.

As twilight creeps in, the grown-ups gather at the Pumpkin Pub, where Cortland’s own brewers and cider makers pour their seasonal best. Contests, costumes, and curious creations make Pumpkinfest as unpredictable as it is unforgettable. Be sure to find Cortland Curiosities under the black-and-white striped tent for spooky merch, strange stories, and selfies with Skelly!