United States · Wine Travel
Massachusetts wine festivals & events
251 listings / 17 festivals / 234 events / peak april–july
Showing 121–144 of 232 events
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September 16, 2026 · Shrewsbury, MA
Sunset Harvest Vineyard Tour/Barrel Tasting at Broken Creek Vineyard
$50
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September 17, 2026 · Lenox, MA
Great Lawn Supper Series at Canyon Ranch with Chef David Standridge
$200
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September 17, 2026 · Somerville, MA
Couple's Tarot & Wine Tasting w/ Amora Experience and Heronkind
$40
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September 17, 2026 · Somerville, MA
Couple's Tarot & Wine Tasting w/ The Amora Experience and Heronkind
$40
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September 17, 2026 · Walpole, MA
Complimentary Wine Sampling @ Walpole | Back to Wine School
Free
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September 18, 2026 · Cambridge, MA
Exceptional Italy: Tasting Abruzzo with Cirelli Wines
$20
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September 19, 2026 · Cambridge, MA
France vs. USA: A Premier Wine & Cheese Showdown—$150
$150
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September 19, 2026 · Cambridge, MA
France vs. USA: A Premiere Wine & Cheese Showdown—$150
$150
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September 23, 2026 · Wakefield, MA
Fall Flavors! Cheese & Apple pairing with Fall Wine & Cider Samples
$70
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September 24, 2026 · Franklin, MA
Wit & Wisdom | Northern Italian Wine Master Class | Feat. UVA Imports
Free
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