2019 Date Night Guide {the best wine tasting tours & classes in Westchester County}


Shower? Check. Clothes that aren’t meant for working out? Check. Babysitter? Check. “Where do you want to go?” “I don’t care. Where do you want to go?” Sound familiar? We feel pretty lucky to live in Westchester County, where there are tons of options for awesome date nights. But honestly, sometimes the sheer number of places to go and things to do can be overwhelming. Often, we end up sticking to the same old places. We decided to branch out, and compiled a list of the best, coolest, most fun and unique places in Westchester County for a date night (or a girls’ night out!). To check out more date night ideas click here

Wine Tasting Tours & Classes

South Salem Winery {South Salem}

Closed for the winter, South Salem Winery is Westchester County’s first micro-winery, producing small batches of hand-crafted wine with grapes from Orient Point and the Finger Lakes.

Westchester Wine Warehouse {White Plains}

Visit every Friday, Saturday and Sunday for in-store tastings to explore some of the most diverse wine and spirits on the market. For those who wish to provide an intellectual spin on weekday entertainment, encourage your friends, family, and co-workers to join you for a fun and educational evening in one of their classes.

Wine Geeks Armonk {Armonk}

Wine Geeks Armonk is a hip artisanal wine shop with an emphasis on organic and bio-dynamic vineyards. Situated in a re-purposed vintage gas station in Armonk that has been re-designed in a rustic-industrial style, the shop features a $15 and Under Table offering strong value on a wide variety of fine wines.

The Winery at St. George {Mohegan Lake}

Sample four specially selected wines at their Thursday Wine Classes. Learn about regions, grape varieties, and food pairings. Tastings start at 7:00 p.m. Space is limited, so you need to call ahead for reservations.

Wine Tasting Tours (Around Westchester County)

Brotherhood Winery {Washingtonville, NY}

This tour will get you well acquainted with the complete wine making process and you will feel like an expert in the field. Test your wine tasting skills in their modern showroom and enjoy the many flavors and textures Brotherhood has to offer the budding and discerning wine lover.

Millbrook Vineyards {Millbrook, NY}

Enjoy a five-star wine experience with an educational tour and tastings of award-winning Chardonnay, Pinot Noir, Cabernet Franc, Tocai Friulano and Riesling.

Pelligrini Vineyards {Cutchogue, NY}

Wine tasting is truly a pleasurable experience in this two story cathedral-like tasting room that captures the spirit of Pellegrini Vineyards and celebrates the spaciousness, beauty, and calm of our rural surroundings.

Warwick Valley Winery & Distillery {Warwick, NY}

The magical combination of wine, cider, spirits, food, and music are what make any visit to Warwick Valley Winery & Distillery so enjoyable.

Wolffer Estate Vineyard {Sagaponack, NY}

Open year-round, seven days a week, the tasting room at the Estate winery is both a center of activity and place of tranquility. Guests are warmly welcomed into a rustic-modern space perched on a rise overlooking the lush vineyards to the east and the gently rolling Hamptons landscape to the west.

Where will you be going on your next date night?

Be sure to read all the posts in our Date Night Guide series by clicking here.