Massachusetts Wine and Cheese Trail

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The Massachusetts Wine and Cheese Trail is here! If you love wine, cheese, and scenic beauty, this trail has everything you could ever ask for. Experience Massachusetts ‘ incredible views, from the vineyards perched above the dunes of Cape Cod to dairy farms in the rolling hills of the Berkshires. Enjoy New England’s finest hospitality while tasting exquisite, hand-crafted wines and artisanal cheeses. 

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Travel Massachusetts While Delighting Your Taste Buds

Fuel your passion for learning about the craft of fine wine and cheese making as you meander along the trail that crisscrosses each region of Massachusetts. Visit wineries and dairy farms in north, south, greater Boston, central and western Massachusetts, and Cape Cod and the Islands. 

There’s nowhere outside of the Massachusetts Wine and Cheese Trail that you can find an award-winning sparkling wine, a true cranberry-blush wine, and internationally award-winning cheeses. Visit the wineries and watch as grapes and fruits like cranberries, apples, peaches and pears, are turned into fine wines. Come to the dairy farms to learn how fresh goats’ and cows’ milk is transformed into artisanal cheeses. Each vineyard, winery, and dairy farm reflects its region’s unique character, and welcomes your visit.

Below is a selection of wineries and cheese markets to start your journey, but there are many more throughout the six regions!

Greater Boston

Start your journey in Boston to enjoy cheese and wine in the big city. Experience the care and quality put into each bottle of wine at Boston Winery. Sip on red, white, and rose wines from Cabernet Franc to Zinfandel. Pair these delicious wines with cheeses from Oake Knoll Farms. This farm uses raw mike from 100% grass-fed Ayrshire cows to create delicious, creamy, artisan cheese. 

North of Boston

In the North of Boston area, there are five different wineries to choose from, so you’re certain to find the exact type of wine that satisfies your palate. At Aaronap Cellars, you can book a private outdoor tasting to sip on hand-crafted, cool-climate, innovative wines. Sit on the picturesque grounds of a 300-year-old former dairy farm, Alfalfa Farm Winery offers white and red wines to small groups, or tastings for up to 80 people. If you love mixed fruit wines or hard ciders, especially when paired with fresh baked pies or cider donuts, head to Russell Orchards.

Speaking of pairings, for delightful, artisanal goat and cow milk cheeses to pair with your wines, visit Valley View Farmstead Cheeses. The only remaining dairy farm in Topsfield produces handcrafted camembert, cheddar, feta, and chevre cheeses, as well as a variety of maple and honey products.

South of Boston

When you travel South of Boston, you’ll get an amazing selection of wines to taste. Experience wines made from locally grown, native grapes and berries at Plymouth Bay Winery. For those who love aromatic, deliciously crisp sparkling and dessert wines, there’s no better place to go than Westport Rivers. 

Glasses of rose wine seen during a friendly party of a celebration.

Cape Cod and the Islands

Cape Cod is known for relaxing vacations, seaside views, and vineyards. Sip and savor red, white, and cranberry wines with friends and family at Cape Cod Winery. For award-winning, fruit-forward wines made from California grapes, go to First Crush Winery, where the grapes are crushed on the Cape just four days after harvest.

To get your cheese fix, hop over to Martha’s Vineyard’s award-winning artisanal cheesemaker, The Grey Barn and Farm. Take a tour and sample alpine style, bloomy rind, blue, and wash-rind cheeses made from organic milk raised on the diversified dairy farm.

Central Massachusetts

Central Massachusetts has a lot to offer, and wine and cheeses are at the top of the list! La Cantina Winery uses traditional Italian techniques to create white and red wines from grapes including Chardonnay, Malbec, Merlot, and Pinot Noir. At Vandervalk Farm, all wines are handcrafted in small batches from the berries grown right on the farm.

Cheese-lovers, don’t despair; there’s a variety of cheeses waiting for you at Smith’s Country Cheese. Milk from the Holstein cow dairy herd is used to create offerings like cheddar, Gouda, Havarti, cheese sticks, and spreads.

Western Massachusetts

Western Massachusetts has the greatest variety of wineries and cheesemakers in Massachusetts, with eleven wineries and eight farms that specialize in cheese. This means you can find something for everyone, like the selection of white, red, estate, rose, chardonnay, riesling, and more available at Glendale Ridge Vineyard. For a truly unique, specialty wine, hit Les Trois Emme for a glass of Stingy Jack Pumpkin Wine.

Among the amazing dairy farms out west, High Lawn Farm stands out, as over 100,000 Jersey cows can trace their lineage to this farm. It’s offered simple, rustic, artisanal farmstead cheese that has delighted tasters since 1923. For award-winning goat cheeses, go to Thomas Farm and Dairy. Sweet, creamy chevre, gouda, cheddar, and cheese curds are made from the milk from a herd of Nubian goats, giving a unique and delicious experience.

The Massachusetts Wine and Cheese Trail is a can’t-miss experience for any foodie. It gives you a chance to visit the different regions of Massachusetts while exciting your palate with different flavors of wine and cheeses. Shop local and learn more about the amazing wineries and dairy farms along the trail here.

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