Head to Sang Lee Farms in Peconic, the area’s largest certified-organic vegetable farm, where you can tour the fields and greenhouses every Saturday starting in October ($15). Afterward there's a tasting of whatever's in season that week—fingerling potatoes, broccoli, multicolored carrots, acorn and butternut squash—roasted with farm-fresh herbs. If you'd like to grab something to take home, tomatoes are available until the first frost; last year, they were still being sold at Thanksgiving.
Visit Kontokosta Winery, a new addition to the North Fork's list of wine producers. The Greenport property planted its first grapes in 2002 and had its first harvest in 2006, but didn't open to the public until this past June. Get a tasting of four wines ($10) including the must-have Cabernet Franc, then walk around the beautiful property to reach the bluff overlooking the Long Island Sound. Also new this year is Cutchogue’s Coffee Pot Cellars, where winemaker Adam Suprenant has four offerings including a fresh Merlot. His partner is a local beekeeper, so you'll also find great honey and beeswax products in the the tasting room.
Plan your trip to coincide with some of the season's best festivals. The annual Taste North Fork (November 8 to 11) will be packed with crowds, so opt for the calmer Fall Festival at the Cooperage Inn in Calverton (every weekend through October 27, 12 to 6 p.m.), where you can feast on fire-roasted corn, bratwurst, and pulled-barbecue-pork sandwiches. For veggie lovers, the Long Island Garlic Festival has already passed, but the kid-friendly pumpkin festival is on at Garden of Eve Farm (every weekend in October), where you can enjoy roasted squash and pick out pumpkins and fall mums.