Armonk Outdoor Art Show
Sept 23–24
Ranked among the top arts-and-crafts shows in America, this two-day extravaganza draws 8,000 people annually with its selection of sculptures, paintings, drawings, digital art, fine crafts, and other unique finds.
Great Jack O’ Lantern Blaze
Sept 29–Nov 25
Croton-on-Hudson’s Van Cortlandt Manor becomes home to more than 7,000 illuminated, hand-carved jack o’ lanterns during this lengthy Halloween-inspired event in which the orange orbs are used to create incredible structures, tunnels, and creatures.
Sleepy Hollow Street Fair
Oct 14
Thousands of people descend yearly upon this family-friendly street fair on Beekman Avenue in Sleepy Hollow, which features a kid’s carnival, food from local restaurants and vendors, and, of course, the notorious firehouse ribs.
Harvest Fair
Oct 19–21
This three-day event at the Union Church of Pocantico Hills features baked goods and lunch items visitors can gobble as they peruse a wealth of antiques, furniture, books, jewelry, clothing, and other unlikely articles.