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Exploring Upstate Wine Country: A Guide to Local Wineries and Vineyards


Photo from Millbrook Vineyards & Winery


The Hudson Valley is not just charming towns with beautiful landscapes and vibrant local culture—it's also the perfect gateway to some of the region’s finest wineries and vineyards. Whether you’re a wine connoisseur or simply looking for a relaxing day out, these nearby wineries offer a taste of the best the Hudson Valley and Litchfield County have to offer. Here’s your guide to planning a wine tour that will leave you enchanted by the flavors and stories of the land.


Location: Millbrook, NY

Highlight: Award-winning wines and stunning views


Start your journey with a visit to Millbrook Vineyards & Winery, often referred to as the Hudson Valley’s flagship winery. Nestled in a picturesque setting, Millbrook offers a wide selection of wines, including Chardonnay, Tocai Friulano, and Pinot Noir. The winery’s dedication to sustainable practices shines through in every bottle. Enjoy a guided tour of the vineyard and winery, followed by a tasting on their outdoor terrace overlooking the rolling hills. Don't miss their seasonal events, which often feature live music and local food pairings.


Location: Staatsburg, NY

Highlight: Diverse varietals and luxury accommodations


Milea Estate Vineyards offers a more intimate experience with its family-owned and operated vineyard. Milea focuses on producing small-batch, high-quality wines that reflect the unique terroir of the Hudson Valley. The tasting room, housed in a historic barn, provides a cozy atmosphere to enjoy their signature wines, such as Cabernet Franc and Riesling. Be sure to explore their picturesque grounds, which include a pond and apple orchards, making it an ideal spot for a relaxing afternoon.


Location: Red Hook, NY

Highlight: Orchard-to-glass cider on a pyo (pick-your-own) fruit farm


For a unique twist on your wine tour, stop by Rose Hill Farm, which offers both wine and cider made from fruits grown on their historic farm. Their winery and cidery produce small-batch craft beverages that showcase the flavors of the Hudson Valley. The farm's commitment to regenerative farming practices ensures that every glass is not only delicious but also environmentally responsible. Sip on their artisanal cider or enjoy a glass of their vibrant rosé while taking in the views of the surrounding orchards and farmland.


Photo from Tousey Winery


Location: Germantown, NY

Highlight: Family-run winery with a welcoming tasting room


Tousey Winery offers a fun wine-tasting experience in a charming setting. Known for its versatile wines, Tousey specializes in varietals such as Riesling, chardonnay, and rosé. The winery’s tasting room, with its chic décor and warm ambiance, invites you to relax and savor each sip. Tousey’s commitment to quality is evident in every bottle, making it a must-visit on your wine tour.


Location: East Canaan, CT

Highlight: Historic vineyard with fruit wines


Just over the state line in Connecticut, Land of Nod Winery offers a different yet equally delightful experience. This historic winery, located on a farm that dates back to 1730, is known for its welcoming atmosphere and wide variety of wines. The winery’s portfolio includes traditional and unique fruit wines like their popular peach wine.


Location: Goshen, CT

Highlight: Panoramic views and award-winning wines


End your wine tour with a visit to Sunset Meadow Vineyards, where you’ll be treated to breathtaking views of the Litchfield Hills. This family-owned vineyard produces diverse wines, from robust reds to crisp whites, many of which have won national and international awards. The spacious tasting room and outdoor seating area offer the perfect vantage point to enjoy a glass of wine while watching the sunset over the vineyards.


Photo from Milea Estates Vineyard & Winery


Planning Your Wine Tour

When planning your wine tour, consider the driving distances between each location and allocate enough time to enjoy each winery’s offerings fully. Or better yet, consider arranging transportation. Watson Livery, based in Millerton, specializes in wine tours and offers 5-6 passenger Explorers or 6-7 passenger Expeditions, ensuring you and your friends can travel together in style. Whether you visit just one or make a full day, each winery provides a unique and memorable experience that showcases the best of the Hudson Valley’s wine country.



So, gather your friends, plan your route, and get ready to sip, savor, and celebrate the rich wine heritage in the area. Cheers!

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