We drink a lot of wine. Probably too much, honestly, but that’s what happens when you live in a county with this many good options and your calendar keeps filling up with “girls’ night” and “we should catch up.” So we’ve done the homework. Here’s where to go for wine tasting in Westchester County, whether you want a low-key Saturday afternoon or a full vineyard day trip with your group.
Tasting rooms and wine shops worth your time
Maison Brondeau, White Plains
This one opened in 2025 and immediately became one of our favorite spots. It’s a wine and spirits boutique with an actual tasting bar and lounge area, plus automated pour systems that let you sample without committing to a full glass. They run weekly tasting events with winemakers and educators, so you’re actually learning something while you drink. The space feels polished without being pretentious, which is harder to find than you’d think. Great for a group of four to six.
Westchester Wine Warehouse, White Plains
The WCW has been around forever and for good reason. They do daily free tastings at the store, which is a low-commitment way to try something new on a random Tuesday. But the real move is their private tastings: they have a glass-enclosed tasting room in the back where you can book a group event. They also run wine and spirits seminars through their events calendar. If you’re looking for a private wine tasting in Westchester for a birthday or a book club outing, this is one of the easiest places to set it up. Located on Tarrytown Road in White Plains, right off Exit 5 on 287.
South Salem Winery, South Salem
Westchester County’s first micro-winery, tucked into the grounds of Gossett Brothers Nursery on Route 35. The tasting room sits next to the greenhouse, which gives the whole place a greenhouse-meets-wine-cellar vibe that shouldn’t work but absolutely does. They make small-batch wines on site: Cabernet Franc, Merlot, Rosé of Merlot, Chardonnay, Vidal Blanc, and a hard cider. The vintner is usually around to talk you through what you’re tasting. Tastings are available Thursday through Sunday, but book ahead for weekends. Bottles are available for purchase any day of the week at the nursery, so you can grab a couple on your way home even if the tasting room is closed.
Wine Geeks, Armonk
A small artisanal wine shop at 559 Main Street in Armonk run by Derek and Carol Todd, with a focus on organic and biodynamic wines. They host bi-monthly wine classes capped at 15 people, which means you actually get to ask questions and not just sit in the back row nodding. You need to pay in advance and spots fill up. They also do private classes if you want to bring your own group, and they sell gift certificates, which makes this a solid birthday gift for the wine person in your circle who already owns every accessory.
Wine bars that are actually good
Bellacosa Wine & Tapas Bar, Dobbs Ferry
This is our go-to recommendation for a wine bar night in Westchester. Owner Frank Donato paired his 28+ years of restaurant experience with a genuine love for Italian wine, and the result is a spot that feels like your cool uncle’s living room if your cool uncle had impeccable taste. The wine list skews Italian, and the small plates match: meatballs, ricotta gnocchi, baby lamb pops, brick oven pizza. Happy hour is Tuesday through Thursday from 4:30 to 6:30 with 30% off all wine, martinis, and cocktails. That’s a real discount, not a “we marked everything up first” discount. Closed Sundays and Mondays. Located at 147 Main Street in Dobbs Ferry.
Pour, Mount Kisco
Housed in an early 19th-century Victorian on Main Street in Mount Kisco, Pour is the kind of place where you walk in for one glass and leave three hours later wondering where the time went. They focus on wines and labels you haven’t tried before, which we appreciate. The food menu covers small plates, flatbreads, paninis, and charcuterie boards. They take reservations and welcome walk-ins. If you’re coming from northern Westchester, this is your spot.
1730 Wine Bar & Eats, Mount Vernon
Black-owned and women-led, founded by Dawn Longmore. It’s at 61 William Street in Mount Vernon, and the vibe is warm and neighborhood-focused with an international wine list that’s more interesting than what you’d expect from a casual spot. They have a heated outdoor patio, which extends the season nicely. Open Tuesday through Thursday 4 to 10 p.m. and Friday through Saturday 4 p.m. to midnight. Good for a group that wants to feel at home, not like they’re performing sophistication.
Buleria Tapas & Wine Bar, Tuckahoe
Spanish tapas and an extensive wine list pulled from Spain, Portugal, France, Italy, and California. The food is the real star here: patatas bravas, gambas al ajillo, paella, charcuterie boards, and flowing sangria. Weekend brunch comes with unlimited mimosas if your group skews that direction. Free parking lot behind the restaurant, which matters more than it should. Located at 106 Main Street in Tuckahoe.
Vineyard day trips (Hudson Valley is right there)
Here’s something a lot of Westchester residents forget: Hudson Valley wine country is a short drive north, and there are over 60 wineries up there. You don’t need to fly to Napa. Three of our favorites:
Millbrook Vineyards & Winery, Millbrook
The New York Times called this one “the Hudson Valley’s flagship winery,” and it lives up to it. About 90 minutes from most of Westchester. The property is beautiful, they have a one-mile walking trail through the grounds, and their summer events include food trucks on Fridays and a lobster bake for the solstice. The tasting room is well run and the staff doesn’t talk down to you, which we’ve experienced at other vineyards and do not appreciate.
Brotherhood Winery, Washingtonville
America’s oldest continuously operating winery. The guided tours take you through their underground cellars, which have been largely unchanged since the winery opened. It’s a little touristy, yes, but the cellars are genuinely cool (literally and figuratively), and they run tours year-round. About an hour from central Westchester. Good for a group outing because the tour format means everyone’s doing the same thing at the same time, and you don’t end up splitting into factions.
Benmarl Winery, Marlboro
New York’s first licensed farm winery, sitting on 40 acres overlooking the Hudson Valley. The views alone make the drive worth it. They do wood-fired pizza on site, which pairs surprisingly well with their wines and turns the visit into a real afternoon. About 75 minutes north of White Plains.
All three are manageable as day trips. If you want to hit two in one day, Millbrook and Brotherhood are close enough to pair, or Brotherhood and Benmarl if you stick to the western side of the river.
Wine events and classes
Beyond the regular tasting room schedules, a few options stand out for organized wine events in Westchester:
Aries Wine & Spirits runs wine events for groups of 10 to 100 people, hosted by wine educators Andrea and Tony Russo who have over 30 years in the business. They’ll come to you, which is great. They host at various spots around Westchester or even at your home. If you’re planning a private event and want someone to handle the education and pouring, call them.
Westchester Wine Warehouse runs regular events through Eventbrite and their own calendar. Their sponsored wine dinners pair full meals with tastings and tend to sell out, so sign up for their email list.
Wine Geeks in Armonk (mentioned above) runs structured classes every other month. Intimate, educational, and not stuffy.
South Salem Winery does weeknight tasting classes that blend education with fun. Good for bringing coworkers or friends who say they “don’t know anything about wine” but drink it every night anyway.
Practical tips for planning a group tasting
A few things we’ve learned from organizing these outings:
- Call ahead. Almost everywhere that does private tastings wants at least a week’s notice, sometimes more. Westchester Wine Warehouse and Aries Wine & Spirits are particularly good about accommodating larger groups, but they need time.
- Budget roughly $25 to $50 per person for a guided tasting at most venues. Wine bar outings obviously vary based on how generous you’re feeling.
- Saturday afternoons are the busiest time at every tasting room in the county. If your group can do a Thursday evening or Sunday afternoon, you’ll have a better experience.
- For Hudson Valley day trips, designate a driver or book a car service. Several companies in Westchester run wine tour packages that handle transportation.
- Reservations are recommended at South Salem Winery on weekends and strongly encouraged for Wine Geeks classes (they cap at 15 and fill up).
One more thing
Club West runs wine-focused events throughout the year for members across Westchester. If you’re looking for a group to explore these spots with, check out our upcoming events or sign up to get on the list. We’re always adding new ones.
Hours, availability, and pricing can change. We recommend checking directly with each venue before planning your visit, especially for private tastings and group events.