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Wineries and Tasting Rooms Offering Wine Tastings in Massachusetts

11 of the 105 wineries we track in Massachusetts have wine tastings and flights. Full listings for every city are on the Massachusetts page.

11wineries
10cities
105wineries statewide

This directory lists wineries, urban cellars, and tasting rooms that serve structured wine flights on-site. Venues typically offer 3 to 6 sample pours of 1 to 2 ounces each, highlighting single varietals, estate reserves, or seasonal releases. Before visiting, verify whether tasting fees can be credited toward bottle purchases and if weekend reservations are required.

Ipswich 2

  1. 1634 Meadery

    3 Short St, Ipswich, MA 01938-1970

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

    TastingsToursOutdoor seating
    Call Website All Ipswich

  2. Russell Orchards

    143 Argilla Rd, Ipswich, MA 01938-2644

    Fri-Sun 11-5

    TastingsToursFood servedOutdoor seating
    Call Website All Ipswich

Boston 1

  1. Boston Winery

    26 Ericsson St, Boston, MA 02122-3602

    TastingsToursPrivate events
    Call Website All Boston

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
    Call Website

Franklin 1

  1. La Cantina Winery

    230 Cottage St, Franklin, MA 02038

    Wed-Fri 4:30-10pm,Sat 12-10pm,Sun 12-8pm

    Food servedPrivate events
    Call Website

Nantucket 1

  1. Nantucket Wine & Food Festival

    Nantucket, MA

    TastingsFood servedPrivate events
    Call Website

North Andover 1

  1. Marble Ridge Winery

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

    TastingsPrivate events
    Call Website

Northfield 1

  1. Cameron's Winery

    105 Main St, Northfield, MA 01360-1064

    TastingsOutdoor seating
    Call Website All Northfield

Plymouth 1

  1. 1620 Winery

    55 Cordage Park Cir, Plymouth, MA 02360-7322

    TastingsToursPrivate events
    Call Website All Plymouth

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
    Call Website All Richmond

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
    Call Website All Shrewsbury
Tasting fee credits are frequently applied toward bottle purchases or waived entirely if you join the winery's membership club during your visit.

Also in Massachusetts

Good to know

How much does a standard wine tasting cost?

Standard wine flights across U.S. tasting rooms typically range from $15 to $35 per person for 4 to 6 sample pours. High-end reserve tastings or experiences in regions like Napa Valley often range from $50 to $120. Many locations waive the fee if you purchase 2 to 3 bottles or spend a minimum dollar amount.

How long does a wine tasting session last?

A standard wine tasting flight takes approximately 45 to 75 minutes to complete. Guided tours or paired food-and-wine tastings generally run 90 minutes to 2 hours. Guests are advised to arrive 10 minutes prior to scheduled reservation times to secure seating.

Do I need a reservation for a wine tasting?

Walk-ins are often accepted at urban tasting rooms during weekdays, but reservations are typically required on weekends. Groups of 6 or more almost always require advance booking, a single payment transaction, and a fixed tasting menu. Check the venue's online booking platform or call directly before traveling.

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 11 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 11 locations in Massachusetts.