Brotherhood, America's Oldest Winery

Peppered by a remarkable history—started by cobbler John Jacques who grew grapes behind his store in 1824; later sold to wine merchants who utilized traditional French methods to create champagne in the late 19th century; staying operational during Prohibition by producing medicinal wines; restored as a vibrant tourist destination following a terrible fire in 1999—Brotherhood Winery is America’s oldest continuously operating winery. 

Today, Brotherhood offers an incredible selection of wines—sparkling chardonnay, cabernet sauvignon, dessert wines, rieslings (by bottle or can), rosé cuvée and more—plus liquors like port, sherry, and sangria. The tasting room has reopened (masks are required), private tours are available via reservation, and live music has returned, with a lively lineup featuring urban jazz, folk, and even classic rock.
Distance from NYC: 1 hour, 30 minutes