Five Scenic Massachusetts Wineries You Should Visit

Savor a socially distanced wine tasting, curbside pickup, or private picnic at these vineyards around the state, from Cape Cod to Western Mass.

Truro Vineyards photo via Getty Images/Walter Bibikow

We might not be able to take a long weekend trip to the Finger Lakes or vacation in Sonoma to get our vineyard fix right now, but that doesn’t mean having to let our dreams of sipping wine in its natural habitat wither on the vine. Instead, why not take this opportunity bundle up and reap the bounty of the dozens of wineries right in Massachusetts? From table-side tastings and free delivery to curbside pickups and private picnics, pick one of these local vintners and savor a scenic happy hour or three. Just give the winery a call before hopping into the car—while many plan to stay open through October or until the first snowfall, New England weather is fickle and outdoor wine sipping is weather dependent.

Updated April 15, 2021


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Truro Vineyards
Taking a weekend trip up to Provincetown? Make a pit stop in Truro to taste some wine out in the salty air. Groups as large as six can huddle at one of the spaced-apart tables carefully placed around the lawn, and for $15 each, you can savor a table-side wine or spirit tasting. Mask wearers can still browse the gift store, though the capacity is capped at eight. And if you forgot your pocket-sized hand sanitizer, worry not—the vineyard operators produce their own and sanitation stations are scattered across the property.

11 Shore Road, North Truro


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Nashoba Valley Winery
Though tours and tastings are on hold for the time being, if you know what you like, you can purchase a bottle for curbside pickup or delivery. Or, with a reservation, you and up to five friends can gather round a picnic table and order food and drinks right to your seat. Just make sure to mask up whenever you leave your spot.

100 Wattaquadock Hill Road, Bolton


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First Crush Winery
If your taste buds are thirsting for some west coast wine but you’re not getting on a plane anytime soon, head up to Harwich instead. First Crush Winery makes its potables with grapes grown in northern California, so you can take a mini vacation with each sip. The winery is now open Thursday through Sunday and is offering outdoor tastings, bottle sales, and wine by the glass, as well as local cheese plates and refreshing wine slushies. Even when the Cape Cod winds get too chilly, the winery will be open for indoor tastings.

527 North Main St., Harwich


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Mill River Winery
For oenophiles who live in Rowley or any of its surrounding towns, Thursday just became your favorite day. Each week on Friday eve, Mill River Winery gifts free same day delivery to patrons in the vicinity, as long as they order a minimum of three bottles. Or, to enjoy a pour on the property itself, you can reserve a table ahead of time on the patio, which is soon to be decked out with space heaters and fire pits. Bookings are limited to groups of two to six people, so you and your pod can nosh on small bites like herb dip and charcuterie under the autumn sun.

498 Newburyport Turnpike, Rowley


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Glendale Ridge Vineyard
Place a wine order online and pack your finest picnic basket before cruising to this Western Mass. gem. Be sure to tow any blankets, tables, and dishes you’ll want to dine on, too—though the vineyard does have glasses and corkscrews you can buy on site if needed. Once there, steer by the barn to pick up your chosen libations, then navigate to your assigned picnicking spot (note: groups are limited to six) for an idyllic afternoon. While you’re in that part of the state, you might as well continue on to the Berkshires for some picturesque hiking and biking.

155 Glendale Road, Southampton