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Wineries with Tastings in Massachusetts

28 of the 791 wineries, breweries, distilleries and wine bars we track in Massachusetts have tastings. Full listings for every city are on the Massachusetts page.

28locations
21cities
791locations statewide

A winery's map listing shows the category but not whether tastings are actually open to walk-ins, require an appointment, or are only offered on certain days — that detail usually lives on the winery's own tasting-room page, not in any searchable field. Every winery here has tastings confirmed straight from the winery's own website or posted tasting menu.

Boston 5

  1. Boston Winery

    26 Ericsson St, Boston, MA 02122-3602

    TastingsToursFood servedPrivate events
  2. Boston Harbor Distillery

    12R Ericsson St, Boston, MA 02122

    TastingsToursPrivate events
  3. Sonsie

    327 Newbury St, Boston, MA 02115

    TastingsOutdoor seating
  4. The Urban Grape

    303 Columbus Ave, Boston, MA 02116

    TastingsPrivate events
  5. Chattermark Distillers

    200 Terminal St, Boston, MA 02129

    TastingsTours

Ipswich 2

  1. Russell Orchards

    143 Argilla Rd, Ipswich, MA 01938-2644

    Fri-Sun 11-5

    TastingsToursFood servedOutdoor seating
  2. 1634 Meadery

    3 Short St, Ipswich, MA 01938-1970

    Thu 1-5, Fri 1-6, Sat 12-6, Sun 12-5

    TastingsToursOutdoor seatingPrivate events

Northfield 2

  1. Cameron's Winery

    1046 Millers Falls Rd, Northfield, MA 01360-9622

    W-Sat 11-7, Sun 11-5

    TastingsFood servedOutdoor seatingPrivate events
  2. Cameron's Winery

    105 Main St, Northfield, MA 01360-1064

    TastingsOutdoor seating

Plymouth 2

  1. 1620 Winery

    55 Cordage Park Cir, Plymouth, MA 02360-7322

    Saturday 10AM-2PM

    TastingsToursPrivate events
  2. Plymouth Bay Winery

    114 Water St, Plymouth, MA 02360-3864

    Mon-Fri 12-5, Sat 12-6, Sun 12-4

    TastingsFood servedPrivate events

Bolton 1

  1. Nashoba Valley Winery

    100 Wattaquadock Hill Rd, Bolton, MA 01740-1238

    Open Daily

    TastingsToursFood servedOutdoor seatingPrivate events

East Boston 1

  1. Downeast Cider House

    256 Marginal St, East Boston, MA 02128

    Thu-Fri 5-9pm,Sat 11-9pm,Sun 12-7pm

    TastingsOutdoor seating

East Falmouth 1

  1. Round Pond

    East Falmouth, MA 02536

    Wednesday to Sunday 10am to 5pm

    TastingsToursFood servedPrivate events

Fairhaven 1

  1. Nasketucket Bay Vineyard

    237 New Boston Rd, Fairhaven, MA 02719-5301

    Thu-Sat 12pm-9pm, Sun 12pm-7pm (Apr-Dec)

    TastingsToursFood servedOutdoor seatingPrivate events

Florence 1

  1. Mineral Hills Winery

    592 Sylvester Rd, Florence, MA 01062-9706

    Mon-Thu 12-5pm,Fri-Sat 12-6pm,Sun 12-5pm

    TastingsToursPrivate events

Hopkinton 1

  1. Trinchero Family Estates

    222 Lumber St, Hopkinton, MA 01748-2308

    Tastings

Monson 1

  1. Queen Bee Vineyard

    173 Moulton Hill Rd, Monson, MA 01057-9692

    Tastings

Nantucket 1

  1. Nantucket Wine & Food Festival

    Nantucket, MA

    TastingsFood servedPrivate events

New Salem 1

  1. Quabbin Sky Vineyard

    8 Hunt Rd, New Salem, MA 01355-5506

    Tastings

North Adams 1

  1. Berkshire Cider Project

    508 State Rd, North Adams, MA 01247-3005

    Sat-Sun 12-4pm

    TastingsFood served

North Andover 1

  1. Marble Ridge Winery

    271 Great Pond Rd, North Andover, MA 01845-3028

    TastingsPrivate events

North Truro 1

  1. Truro Vineyards

    11 Shore Rd, North Truro, MA 02652

    Daily 11-7 (Wed 11-5)

    TastingsFood servedPrivate events

Richmond 1

  1. Hilltop Orchards Home of Furnace Brook Winery and Jmash Cidery and The Taproom at Hilltop Orchards

    508 Canaan Rd, Richmond, MA 01254-5116

    Daily 9am-6pm

    TastingsToursFood servedOutdoor seatingPrivate eventsDog friendly

Shelburne Falls 1

  1. West County Cider

    208 Peckville Rd, Shelburne Falls, MA 01370

    Sat-Sun 12-5

    TastingsOutdoor seating

Shrewsbury 1

  1. Broken Creek Vineyard

    614 South St, Shrewsbury, MA 01545-4824

    Thu 4-9, Fri 12-9, Sat 1-9, Sun 1-7

    TastingsFood servedOutdoor seatingPrivate eventsDog friendly

Westfield 1

  1. Raven Hollow Winery

    436 Russellville Rd, Westfield, MA 01085-1180

    12-5pm

    Tastings

Winchester 1

  1. Nashoba Valley Winery, Bolton Ma

    98 Hill St, Winchester, MA 01890-1637

    Open Daily

    TastingsToursFood servedOutdoor seatingPrivate events
Call or check the website before you drive out — many tasting rooms require reservations, especially on weekends. Expect a tasting fee somewhere in the $15-40 per person range at most wineries, often waived or credited toward a bottle purchase.

Also in Massachusetts

Good to know

Do I need a reservation for a wine tasting?

It depends on the winery — smaller or boutique operations often require reservations, especially on weekends and during harvest season, while larger tasting rooms may take walk-ins. Checking the winery's website or calling ahead is the safest way to avoid being turned away.

How much does a wine tasting cost?

Most tasting fees run somewhere between $15 and $40 per person for a flight of four to six pours, though some wineries waive the fee with a bottle purchase. Reserve or sit-down tastings tend to cost more than a standard bar-style tasting.

Is Napa or Sonoma better?

Napa Valley is generally known for luxury estate experiences and Cabernet Sauvignon, while Sonoma County offers a more relaxed, rustic atmosphere with diverse microclimates. Choosing between them depends on whether you prefer high-end luxury or informal country vineyards. You can explore 28 top wine destinations across Massachusetts on WineryAtlas.

How to find cheap weekend getaways?

Look for tasting rooms and boutique vineyard stays in emerging wine regions rather than major tourist centers, and book mid-week or off-peak seasons. Visiting local tasting rooms offers affordable entertainment and regional culture. Discover budget-friendly wine getaways across 28 locations in Massachusetts.