THURSDAY
All You Can Eat Cheese Night | Alpina, 45 Front St., Greenport, 631-477-2600
From 4-9 p.m., enjoy 90 minutes of all-you-can-eat cheese and charcuterie for $35 per person. Wine bottle specials will be available throughout the evening. For more information, look here.
Basket Raffle Fundraiser for Turtle Rescue of the Hamptons | Box Pickleball and Container Bar, 605 Old Country Road, Riverhead, 631-591-0269
Support New York’s only native land turtle hospital, which cares for more than 250 turtles, with a fundraiser featuring turtle ambassadors, boutique shopping, food, a basket raffle with more than 100 prizes and a 50/50 raffle. The event runs from 5-9 p.m., with the basket raffle drawing at 7 p.m. Admission is $10 in advance or $15 at the door. For additional details, go here.
FRIDAY
Fall Friday Night Music Series with Abby Scharff | Rooted North Vineyards, 13050 Oregon Road, Cutchogue, 631-734-1100
Kick off the evening with live music by local artist Abby Scharff, plus wine and seasonal food specials served by firepits or indoors. Wine will be available by the glass or bottle. Music begins at 5 p.m. More information is available here.
Drive-In Movie | Strawberry Fields, 1175 County Road 48, Mattituck
Grab the family, pile into the car and settle in for a free drive-in screening of Hocus Pocus. The movie starts at 6:30 p.m. and runs until 9 p.m.; for details, look here.
SATURDAY
The Great Pumpkin Palooza | Lenny Bruno Farms, 740 Wading River Road, Manorville, 631-591-3592
Celebrate fall with a full day of pumpkin picking, hayrides, a corn maze and seasonal farm activities, 11 a.m.-5 p.m. Browse local vendors, enjoy food trucks and autumn treats, and listen to live music while the family takes part in activities such as bounce houses, face painting, fairy hair, permanent jewelry and henna. Beer and wine will be available from Westhampton Beach Brewery, along with special guests, spooky photo opportunities and plenty of fall fun. This event will also be held Oct. 11. Entry is $10. An Educational hayride around the farm is $5. For more details, go here.
Bug Light Classic Regatta | Greenport Harbor and Gardiner’s Bay, Greenport
Watch a fleet of classic boats race through Greenport Harbor and Gardiners Bay at 1 p.m. or join the regatta with a $150 entry fee. For information on entering the regatta, eligibility and more, go here.
The Metropolitan Cello Quartet | Custer Institute and Observatory, 1115 Main Bayview Road, Southold, 631-765-2626
At 6 p.m., the Metropolitan Cello Quartet will perform chamber music spanning nearly 1,000 years, from Hildegard, Bach and Mozart to Piazzolla, Moszkowski and contemporary composers. Following the concert, guided night-sky tours will be offered through on-site telescopes, weather permitting. Admission is $20 for adults, $15 for observatory members and free for children under 16. For additional information and to purchase tickets, go here.
SUNDAY
13th Annual Oyster Festival | Greenport Harbor Brewing Co., 234 Carpenter St., Greenport, 631-477-1100
From noon-6 p.m., attendees can enjoy live music by The Get Up Band, an oyster shucking contest, food trucks and offerings from 11 oyster growers. “Unhinged,” an oyster stout brewed in collaboration with Little Creek using whole local oysters, also will be available. This is a free event. For more details, click here.
Wine and Live Music: Bob Wylde Trio | Peconic Bay Vineyards, 31320 Main Road, Cutchogue, 631-735-9192
The Bob Wylde Trio, featuring Frank Noviello on vocals, will perform live music from 2-6 p.m. Guests can enjoy an afternoon of music, wine and vineyard scenery. For more info, look here.
