Penn's Colony hosts a duo of festivals during the year, beginning with the semi-annual Wine Time tasting event in the summer. Later in summer, Penn's Colony Grounds, which is held in September, replicates an early American colonial village with lively 18th-century bagpipe music, French and Indian War battle reenactments, and activities such as basket-weaving and nine-pin bowling. More than 180 artisans congregate at the sprawling, tree-shaded colonial village, setting up booths displaying furniture, art, and gifts. Meanwhile, local gourmet-food vendors hawk smoked sausages, apple dumplings, and beef stew. Throughout the year, the colony's grounds are available for special events such as antique shows, retreats, and weddings, at which unruly uncles can be confined in a pillory.