Known as America’s oldest continuously operating winery, Brotherhood Winery has made wine in Washingtonville since 1839, when John Jaques released its first documented commercial vintage. Its hand-excavated cellars and long survival through Prohibition give the Hudson Valley landmark a character rooted as much in American history as in winemaking.
Pleasant Valley Wine CompanyFounded in 1860, Pleasant Valley Wine Company is a Doyle family-owned winery near Hammondsport and the Finger Lakes region’s oldest winery. Its historic character is reflected in eight stone buildings listed on the National Register of Historic Places, while its modern operation also bottles wine for other wineries.HECTOR, NY
Johnson Estate WineryFounded in 1961 on a century-old fruit farm, Johnson Estate Winery makes estate-grown wines along Lake Erie in Westfield, New York. New York’s oldest continuously operating estate winery remains family-owned across four generations, with 115 acres of vineyards and a historic tasting room housed in a former 1920 apple cold-storage building. Its roots run especially deep in the region’s French-American hybrids and heritage grapes, while its traditional ice wines have been produced since 1995.WESTFIELD, NY
Wilhelm WineryWilhelm Winery makes Pennsylvania wines from its home in a 100-year-old barn, growing from Gary Shilling’s basement winemaking experiments into a full-scale winery established in 2000. Gary and Trish Shilling run the business with a welcoming, hands-on spirit, offering tastings and tours alongside an antique winemaking museum—the only one of its kind in the Northeast United States. The winery also carries forward a family connection to spirits production through Gary’s great-grandfather, who operated Brookville’s Algier Brewery in the late 19th century.HADLEY, PA
Benmarl WineryHolding New York Farm Winery license no. 1, Benmarl Winery handcrafts small-batch wines on a 37-acre estate overlooking the Hudson River Valley in Marlboro. The property lays claim to America’s oldest vineyard, and the winery’s wines are made to express their source, including estate-grown Seyval Blanc and Cabernet Franc. Visitors can taste the wines and tour the cellars while taking in the historic vineyard landscape.MARLBORO, NY