United States · Wine Travel
Massachusetts wine festivals & events
251 listings / 17 festivals / 234 events / peak april–july
Showing 25–48 of 232 events
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May 14, 2026 · Shrewsbury, MA
Sunset Vineyard Tour/Barrel Tasting at Broken Creek Vineyard
$45
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May 14, 2026 · Somerville, MA
Wine School: HOMETOWN HERO...The Wines of Joseph-Jibril
$45
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May 14, 2026 · Mashpee, MA
Smoke & Oak: Cigar Rolling with Barrel Aged Wines & Spirits
$65
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May 14, 2026 · Boston, MA
Wine Dinner Featuring Marchese Antinori & Guado al Tasso
$120
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May 15, 2026 · Wakefield, MA
It's Spring! Bouquet & Grazing Cup Arranging with Posies A La Cart
$80
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May 20, 2026 · Maynard, MA
TOUR de FRANCE: Understanding French Wines @ Sanctuary
$59
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beginners · couples
May 20, 2026 · Winchester, MA
Wine Wednesday Class @ Book Ends: California: Cool vs Classic
$35
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May 21, 2026 · Wakefield, MA
Get Memorial Day Ready! Cheese tasting with wine samples for a long weekend
$65
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May 21, 2026 · Westwood, MA
Del Frisco's Grille Westwood - Austin Hope Wine Dinner
$119
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June 4, 2026 · Wakefield, MA
Celebrate National Cheese & Wine Day with Life Love Cheese.
$65
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