Sip, swirl, and escape. Whether you’re planning a romantic date night, a fun outing with friends, or simply craving a little time to unwind, Westchester County and its surrounding regions offer some truly exceptional wine experiences. From intimate boutique wineries to grand estates and hands-on classes, there’s a perfect pour waiting for you. Explore some of the best spots to taste, learn, and enjoy.
South Salem Winery {South Salem}
Nestled at Gossett Bros Nursery, South Salem Winery is Westchester County’s first micro-winery, producing small-batch, handcrafted wines with grapes sourced from the Finger Lakes and Orient Point. Their cozy tasting space is perfect for a relaxed, local wine experience.
Westchester Wine Warehouse {White Plains}
Stop by on Fridays, Saturdays, and Sundays for in-store tastings featuring a wide variety of wines and spirits from around the world. Looking to expand your wine knowledge? Their classes blend fun and education, making them a great option for friends, family, or coworkers on weeknights.
The Winery at St. George {Mohegan Lake}
Set inside a beautifully restored stone church, The Winery at St. George offers a unique setting to sample wines and learn more about grape varieties, regions, and food pairings. Their classes typically run on Thursday evenings—just be sure to call ahead to confirm availability, as space is limited.
Wine Geeks Armonk {Armonk}
Wine Geeks Armonk is a hip artisanal wine shop that emphasizes organic and biodynamic vineyards. Situated in a repurposed vintage gas station in Armonk, the shop, redesigned in a rustic-industrial style, features a $15 and Under Table offering substantial value on a wide variety of fine wines.
Brotherhood Winery {Washingtonville}
Known as America’s oldest winery, Brotherhood offers guided tours that walk you through the full winemaking process. Tastings let you explore a wide selection of wines, perfect for both new sippers and seasoned enthusiasts.
Millbrook Vineyards & Winery {Millbrook}
Enjoy a five-star wine experience with educational tours and tastings featuring award-winning selections like Chardonnay, Pinot Noir, Riesling, and more. The scenic grounds make this a lovely spot for an afternoon getaway.
Pellegrini Vineyards {Cutchogue}
With its cathedral-like tasting room and tranquil North Fork surroundings, Pellegrini Vineyards provides a peaceful, elegant backdrop for exploring its beautifully crafted wines.
Warwick Valley Winery & Distillery {Warwick}
Wine, cider, spirits, gourmet food, live music—Warwick truly has it all. This lively destination is perfect if you want more than just a tasting; it’s a full sensory experience.
Wölffer Estate Vineyard {Sagaponack}
Open year-round, this Hamptons favorite welcomes guests into a rustic-modern tasting room overlooking sweeping vineyards. It’s a stunning setting for sipping rosé, reds, or their iconic ciders as you take in the surrounding landscape.
