The Marblehead Festival of Arts is a cosponsor of the Marblehead Christmas Walk, which takes place Friday, Saturday, and Sunday on the first full weekend in December. Traditional events include the Christmas Tree lighting Friday evening, the arrival by boat of Santa and Mrs. Claus on Saturday morning, and the Christmas Walk Parade

Open houses are generally held by the Marblehead Arts Association and the Marblehead Museum and Historical Society. The Harbor Row by Glover’s Marblehead Regiment commemorates the crossing of the Delaware. Craft fairs abound, including the Festival's Artisans' Holiday Marketplace; and street entertainment often includes musicians, carolers, and street performers.