22 Littlefield Rd., Boxborough

A family-owned cidery whose claim to fame is creating crisp, small-batch cider crafted from scratch. Each cider is crafted using both traditional and modern techniques. With names like Russian Donkey, Sunny Days, Bliss, Caught Red Handed, and Fifer’s Dream, you are sure to find one that you must bring home. Stop by for a tour or book a private tasting. As they say at the mill: “Come shack up with us!”

100 Wattaquadock Hill Rd., Bolton

(978) 779-5521

Family-owned for over 40 years, Nashoba Valley has libations for everyone in your party: wine, beer, and hard alcohol are offered at this award-winning location. With over 30 wines, a wide range of distilled spirits, and beers crafted with love at Bolton Beer Works, there’s something for everyone! After whetting your palate, enjoy a delicious meal inside the restored farmhouse at J’s Restaurant. If you prefer hanging outside, check out The Vintner’s Knoll, which is open year-round and is dog-friendly. 

111 Main St., Hudson

(978) 310-1933

 

Medusa Brewing offers exemplary ales and lagers brewed using time-honored methodology and the finest natural ingredients from around the world served in a casual, pub-style environment. An ever-evolving food menu is provided by an in-house taqueria, and live music will return as soon the situation allows! All seats are first come, first served! Great spot that also offer Taco Tuesdays and Trivia Night Wednesdays.

115 Main St., Maynard

(978) 298- 5021

Truly an amazing experience. Self-pour wine bar. Great  selection, knowledgeable staff, beautiful space. Select your preferred size- a sip, a half glass, or a full glass. Also can add charcuterie boards to enjoy with your wine.

525 Massachusetts Ave., Acton

(978) 206-1600

Ten barrels and 30 feet to the tap makes for one lip-smacking experience. Pair the beverage of your choice with seasonal delights from the farm-to-table restaurant and you have memories in the making. Visitors love the massive outdoor beer garden where dogs are always welcome. With a focus on community, True West is a Community Supported Brewery (CSB), which means locals can buy a membership that gives them a guaranteed share of the seasonal brews. Go in for a taste, come out with a piece of the place!

614 South St., Shrewsbury

(508) 925-5617

Family-owned, 40-acre vineyard and winery where you can bring your own snacks and enjoy a variety of wines produced from their estate-grown grapes, as well as grapes imported from Chile, South Africa, California, and Washington. The staff is knowledgeable and friendly. Inside is gorgeously decorated with a fireplace for those chilly fall days. Outside enjoy picturesque scenery with a deck and tables for your picnic lunch!