August 20, 2026 · Westport, MA
Journey Through The Vines at Westport River Vineyards
$125
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United States · Wine Travel
Massachusetts wine festivals & events
195 listings / 20 festivals / 175 events / peak april–july
Showing 97–120 of 175 events
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August 20, 2026 · Walpole, MA
Complimentary Wine Sampling @ Walpole | Customer Favorites
Free
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August 22, 2026 · Franklin, MA
Porto Patio Party | A Portuguese Wine and Tinned Fish Tasting
Free
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August 25, 2026 · Newton, MA
A Taste of Sancerre with Ruby Wines & Chef Aaron Depaolo
$95
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August 26, 2026 · Manchester-by-the-Sea, MA
August 26th Wine Tasting: An evening with French Chablis
$25
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August 27, 2026 · Lenox, MA
Great Lawn Supper Series at Canyon Ranch with Chef Joe Cash
$200
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August 30, 2026 · Manchester-by-the-Sea, MA
August 19th Wine Tasting: An evening with French Chablis
$25
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September 3, 2026 · Wakefield, MA
Get Labor Day Ready! Grazing Board Arranging Workshop
$85
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September 11, 2026 · Framingham, MA
Donelan Wine Tasting Among the Cars at Archive
$175
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September 12, 2026 · Worcester, MA
Tasty Wine Pairing Dinner: A Five-Course Experience
$125
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