10
Oct
October 10 @ 11:00 am - October 13 @ 6:00 pm Prime Ave & Main St Huntington, NY 11743

Long Island Fall Festival

Huntington’s biggest fall weekend: rides, music, 300+ vendors, beer & wine pavilion.
11
Oct
October 11 @ 10:00 am - October 12 @ 5:00 pm 1899 Park Blvd East Meadow, NY 11554

Eisenhower Park Craft & Gift Fair

Artisans, gifts, food stands and live entertainment at Field 8 in Eisenhower Park.
11
Oct
October 11 @ 11:00 am - October 12 @ 5:00 pm 40 Frost Mill Rd Mill Neck, NY 11765

Mill Neck Manor Apple Festival

Apples, cider, pies, crafts, rides and live entertainment on the historic manor grounds.
11
Oct
October 11 @ 11:00 am - October 13 @ 8:00 pm 152 The Arches Cir Deer Park, NY 11729

Famous Food Festival: Taste the World

100+ vendors, live music, games, and global street food at Tanger Outlets Deer Park.
11
Oct
October 11 @ 12:00 pm - 4:00 pm 3312 Montauk Hwy Sagaponack, NY 11962

Wölffer Estate Annual Harvest Party

Celebrate the season in style at the Wölffer Estate Annual Harvest Party, one of the Hamptons’ most anticipated fall traditions.
11
Oct
October 11 @ 6:30 pm - 10:00 pm 15975 County Rd 48 Cutchogue, NY 11935

Annual Harvest Moon Dinner at Sannino Vineyard

An elegant evening of wine, food, and live music under the harvest moon at Sannino Vineyard.
12
Oct
October 12 @ 10:00 am - 5:00 pm Main St & Peconic Ave Riverhead, NY 11901

Riverhead Country Fair

Agricultural exhibits, artisans, live music, food and family fun on the Peconic Riverfront.
12
Oct
October 12 @ 6:30 pm - 9:30 pm 185 Colonial Springs Rd Wheatley Heights, NY 11798

RISE of the Jack O’Lanterns

Thousands of glowing jack‑o’-lanterns on a breathtaking evening trail — a Long Island fall favorite.
18
Oct
October 18 @ 11:00 am - October 19 @ 6:00 pm 25 W End Ave Oyster Bay, NY 11771

Long Island Oyster Festival

Fresh oysters, live music, crafts, and kids’ activities on the waterfront in Oyster Bay.
19
Oct
October 19 @ 6:30 pm - 9:30 pm 1450 Tanglewood Rd Rockville Centre, NY 11570

Spooky Fest at Tanglewood Preserve

Family‑friendly Halloween nights with an Enchanted Walk and Haunted Woods at Tanglewood Preserve.