THURSDAY
Reinas x OLA | North Fork Arts Center, 211 Front Street, Greenport, 631-477-8600
Attend a 6 p.m. reception to benefit OLA of Eastern Long Island and a 7 p.m. screening of the Sundance-selected film Reinas, a coming-of-age drama set in Peru in 1992. Tickets are $10 and may be reserved here.
FRIDAY
Fall Fridays | Main & Mill, 1291 Main Road, Jamesport, 631-779-2177
From 5-7 p.m. enjoy grilled cheese flights and wine pairings with live music. For more information, look here.
SATURDAY
Fall Fishing Showdown and Lobster Bash | Port of Egypt Marine, 62300 Main Road, Southold, 631-765-2445
This annual event benefits the ELIH Foundation, with a fishing tournament on 9/26 and 9/27 and a lobster dinner on 9/27 at 5:30 p.m.; boat entries $700, lobster dinner tickets $95 each, with discounts for multiple tickets. For details, look here.
Autumn Antiques, Fine Art and Crafts Fair | Southold Historical Museum, 55200 Main Road, Southold, 631-765-5500
This two-day fair happens on 9/27 and 9/28 from 9 a.m.-4 p.m. on the museum’s Maple Lane Campus with fine art, antiques, pottery, photography, vintage items and more. Admission is $5 for adults, which includes a free raffle ticket. For more information, check here.
Art Basil 2025 | Trieber Farms, 38320 Sound Ave., Peconic, 631-425-1458
This program of farm and food-themed art in conjunction with VSOP Projects takes place on 9/27 and 9/28 from 10 a.m.-5 p.m. and includes photographs, drawings, cakes and baked goods, folk art, pottery and more; free. For details, click here.
Country Fair | Hallockville Museum Farm, 6038 Sound Avenue, Riverhead, 631-298-5292
Celebrate Hallockville’s 50th anniversary at the fair on 9/27 and 9/28 from 10 a.m.-4 p.m. with traditional crafts and demos, live music, horse drill team, food and beverage trucks, LI Power Association tractor pulls and more. Tickets are $12 for ages 13+, $8 for ages 5-12, free for 4 and under; tickets 50% off on Sunday from 10 a.m.-noon. For more info, look here.
SUNDAY
Art Lab on the Lawn | Hotel Moraine, 62005 Sound Ave., Greenport, 631-477-1776
From 11 a.m.-12:30 p.m. join this open art studio session using recycled materials to create art. For children of all ages; tickets are $15 per person. To register, click here.
Local Oyster Showcase | Sparkling Pointe, 39750 Sound Ave., Southold, 631-765-0200
At 3 p.m. enjoy this interactive tasting of six wines paired with different oyster dishes by North Fork chefs. Tickets are $110 per person, $90 for wine club members. For details and to book tickets, click here.
