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For many, fall on the North Fork means one thing: picking pumpkins. But there are, in fact, plenty of other ways to celebrate the culmination of harvest season.

Here are some events to look forward to this October on the North Fork and Shelter Island.

7th annual Greenport Harbor Brewery Oyster Fest

Celebrate the North Fork’s favorite bivalve this Sunday, Oct. 13 at Greenport Harbor Brewing Co.’s  7th annual Oyster Festival. As is tradition, the afternoon will feature the yearly unveiling of the brewery’s Oyster Stout, made with oysters from Little Creek Oyster Farm & Market. Little Creek will also be shucking oysters at the event along with nine other local oyster farms, including Southold Bay Oysters, Peconic Pearls and Cornell Oysters, to name a few.

The event will feature an oyster-shucking competition, live music provided by the Rusty Spur Band from 2 p.m. to 5 p.m. and a food truck. The Oyster Festival will be held at Greenport Harbor’s original location at 234 Carpenter Street from 1 p.m. to 6 p.m.

Learn more,

Chili Night Fundraiser at Jamesport Farm Brewery

Support the North Fork Environmental Council and sample chili from local restaurants during the Chili Night contest on Friday, Oct. 25 at Jamesport Farm Brewery from 6 to 9 p.m. The $40 ticket includes a Satur Farms salad, cornbread, one Jamesport Farm Brewery beer (a local wine or cider) and samples of chili. There will live music by Tony Nish. For tickets visit

Halloween Happenings in Riverhead

Ready your masks and old pillowcases! Halloween Fest returns to downtown Riverhead Saturday, Oct. 26. The event features the annual costume parade, coffin races, trick-or-treating and more. Get the details at

The annual Halloween Masquerade Ball at the Long Island Aquarium in Riverhead is also part of the festivities. The adults-only party starts at 8 p.m. Don a costume and enjoy an open bar, DJ, passed hors d’ouevers and light buffet. $69.95/person. For details,

North Fork TV Festival

The fourth North Fork TV Festival is scheduled for Friday and Saturday, Oct. 4 and 5, with the historic Greenport Theatre as its backdrop. The festival curates a selection of independently produced pilots, bringing together buyers and sellers of scripted television. An opening-night party is set to take place at Claudio’s Waterfront Oct. 4 and the festival will end with a closing party at Green Hill Kitchen in Greenport after the screening of the last pilot. Festival passes and individual tickets available at

Wines of the World at Peconic River Herb Farm

An outdoor garden decorations by Peconic River Herb Farm. (Credit: Katharine Schroeder)

Enjoy a curated selection of worldly wines at the serene Peconic River Herb Farm on Thursday, Oct. 11 from 4 to 6 p.m. Tucked away on River Road in Calverton, the farm is hosting Samantha Macleod of Baron Francois wine importers and Christine Shields of River Road Wine Consultants, who will provide wines and small bite pairings. Price of admission is $35 per person, giving you a seat in the greenhouse and access to all wines and snacks. Visit

Food Trucks at the Farm

Food trucks at Hallockville Museum farm during the annual Country Fair. (Credit: Cyndi Zaweski)

Head to Hallockville Museum Farm for a day of family fun and a food truck feast Saturday, Oct. 26. Participants include Eat Me Drink Me Truck, Island Empanada, Chiddy’s Cheesesteaks, Mattitaco, Rolling Smoke Grill, Brockenzo Neapolitan Pizza, The Subtle Tea Company, North Fork Doughnut Co., Moustache Brewing Co. and more. Kids are encouraged to wear Halloween costumes to “Truck-or-Treat” during the Derby. The event is 11 a.m. to 5 p.m. Tickets are $7 per adult. All proceeds of ticket sales will be donated to the non-profit museum farm. Visit

Fall Festival

Sylvester Manor Farm Stand on Shelter Island . (Credit: David Benthal)

The annual Fall Festival and Garlic Planting is set for Saturday, Oct. 26 at Sylvester Manor Educational Farm. An autumn tradition, the event features hayrides, music, games, local food, craft beer and more.

For details visit,

Riverhead Country Fair

A celebration of the region’s rich agricultural heritage, the Riverhead Country Fair features displays and competitions, live music, vendors and family-friendly entertainment. Considered one of largest festivals in all of New York State, the festival will take place Sunday, Oct. 13, along the Peconic Riverfront in downtown Riverhead. For more information visit

Cidermaking Class

David Benthal, editorial, portrait,

Get an insider’s look at how the ciders are made at Riverhead Ciderhouse. Head cidermaker Will Loughlin is hosting a cider-making class on Wednesday, Oct. 9 from 5:30 to 7:30 p.m. The course includes a take home cider-making kit, plus special cider tastings and snacks. Tickets are $65. Visit

Greenport Gallery Walk

Take a stroll around Greenport Village and admire the work of local artists during the Greenport Gallery Walk on Friday, Oct. 4. Six dedicated art spaces will remain open from 6 to 9 p.m. on the first Friday of each month, through December, for the self-guided tour. There will also be artist talks, open mics and special discounts offered during the events. For details visit