On Sayville’s historic John Ellis Roosevelt Estate, Loughlin Vineyard grows grapes and makes wine on-site in a family vineyard founded by Barney and Christine Loughlin in 1984. The 10-acre farm has produced its own wine since 2006, while Barney’s daughters carried on the operation until his granddaughter Brittany took ownership in 2025. Its tasting room and laid-back events preserve the vineyard’s distinctly multigenerational South Shore character.
Victory View VineyardOn a rural farm in North Easton, Mary and Gerry Barnhart grow cold-climate grapes and handcraft estate wines at their family-owned Victory View Vineyard. The retired public-service couple began planting test vines after deciding to keep their farm in agriculture, and today their children and grandchildren help with vineyard work, bottling, and harvest. Their mostly dry wines draw on the Upper Hudson region’s rural roots and local history, with every grape grown on the property.SCHAGHTICOKE, NY
Harpersfield VineyardSince 1979, family-owned Harpersfield Vineyard has grown grapes and made estate-bottled wines on its working farm in Ohio’s Grand River Valley. Its Geneva tasting room pairs those hand-picked-fruit wines with seasonal kitchen fare, vineyard views, live weekend music, and a fireside setting in colder months.GENEVA, OH
Wölffer Estate VineyardFounded in 1988 by Christian Wölffer, Wölffer Estate Vineyard makes wines, ciders and spirits from its sustainably farmed estate in the Hamptons. What began with 14 acres has grown into a 175-acre estate, with Christian’s children Marc and Joey now operating the business alongside winemaker and partner Roman Roth. Its 55-acre Sagaponack vineyard draws on maritime conditions shaped by Bridgehampton loam and Atlantic breezes, while the estate’s Summer in a Bottle rosé reflects its knack for pairing Long Island character with a modern sense of style.SAGAPONACK, NY
Stever Hill VineyardsStever Hill Vineyards is a fifth-generation family farm and winery on the hills above Keuka Lake, producing about 2,000 cases of Finger Lakes wine each year. The Tones family’s grape-growing story began in 1951, and today brothers Harold, Don, and Jim oversee the operation with vineyard managers Jon and Mike Tones and winery managers Liz and Jay Sprague. Visitors can taste the estate’s dry, semi-dry, and sweet wines in the renovated 1850s Crooked Barn Tasting Room, surrounded by hundreds of acres of grapes.BRANCHPORT, NY