THURSDAY
11th Annual North Fork TV Festival | Sound View Greenport, 58775 County Road 48, Greenport, 631-477-1910
Celebrate independent television with two days of screenings, industry panels, conversations and networking events featuring established television talent and emerging creators. The festival runs Oct. 21-22, with Thursday programming including the red carpet and awards dinner honoring Anthony Anderson with the Canopy Award and Kate Walsh with the Ambassador for the Arts Award. For additional details and select tickets, click here.
FRIDAY
Assassins | North Fork Community Theatre, 12700 Old Sound Ave., Mattituck, 631-298-4500
Catch a performance of Assassins, the musical by Stephen Sondheim and John Weidman, bringing nine of history’s most infamous presidential attackers together in a time-bending musical through the dark side of American history, at 7:30 p.m. Tickets are $28-33; to reserve yours, go here.
Mudflats String Band Concert | Unitarian Universalists of Southold, 51900 Main Road, Southold, 631-765-3494
Enjoy an evening of live music at this fundraising concert featuring the local Mudflats String Band from 7-8:30 p.m. Refreshments will be served and a 50/50 raffle will be held. Admission is $35 for adults, $10 for children 12 and younger, and free for children 5 and younger. For additional details and tickets, click here.
SATURDAY
Autumn Stroll in Southold | Feather Hill Village, 53345 Main Road, Southold, 631-780-2851
Celebrate the opening of Settlers Sweets and Games with an afternoon of local vendors, games, candy, snacks, and fall fun starting at 1 p.m. Stroll, shop small, and support local businesses while enjoying the community celebration. For more information, go here.
Bluegrass and Sweet Corn | CAST Great Lawn, 53930 Main Road, Southold, 631-477-1717
Enjoy an afternoon of live bluegrass music and roasted sweet corn beginning at 1:30 p.m. The free community event features a live performance by Astrograss. Treiber Hall will be available in case of rain; admission is free. For more details, look here.
Havens Harvest | Shelter Island History Museum grounds, 16 South Ferry Road, Shelter Island, 631-749-0025
Enjoy an afternoon of food, drinks and live music from 2-6 p.m. The menu features smoked brisket, bass sliders, roasted shellfish and vegetables from Ray Congdon, alongside local wines, beer and cider. The Peconic Bay Ramblers will perform, and the event will also feature a raffle and silent auction. Tickets are $150 per person with attendance limited to 250 people. All ticket sales and donations benefit the Shelter Island History Museum. To learn more and to reserve tickets, click here.
SUNDAY
Trick or Treatery HalloWine Pairing | Sparkling Pointe, 39750 County Road 48, Southold, 631-765-0200
Celebrate Halloween with a sweet pairing experience beginning at 11 a.m. in partnership with The Treatery. Guests can enjoy three specially crafted sweets paired with a flight of Sparkling Pointe wines; children’s tickets include three treats and a nonalcoholic fall beverage. Reserved seating is available on the terrace overlooking the vineyards, with indoor seating in the grand tasting house in case of rain. Adult tickets are $35 and children’s tickets are $25. For more information, go here.
Trick or Treat in the Vines | Baiting Hollow Farm Vineyard, 2114 Sound Ave., Calverton, 631-369-0100
From 1-4 p.m., bring a jack-o’-lantern bucket and enjoy family-friendly trick-or-treating among the vines. Children and adults can collect treats, and anyone who attends in costume will be entered into a raffle. To register and to learn more, look here.
McCall & Minnow Dinner | Minnow at the Galley Ho, 650 First St., New Suffolk, 631-734-8474
Join Minnow and McCall for their annual dinner beginning at 6 p.m. The evening features local seafood and McCall’s organic beef and wines. Tickets are $125 per person; for additional details and to obtain your tickets, click here.
