Lenox Wine Festival
Lenox Wine Festival in Lenox, MA — 4th year, unlimited tastings of international and domestic wines with their importers at Pizzeria Boema. Sep 19, 2026. $35.
Quick facts
At a glance.
The story
About this festival.
Lenox Wine Festival is an afternoon of unlimited wine tastings hosted by Dare Bottleshop & Provisions at Pizzeria Boema, 84 Main Street, in Lenox, Massachusetts, on Saturday, September 19, 2026, and the 2026 event is the fourth year. Tickets are $35 and cover tastings of international and domestic wines poured by their importers, distributors and producers, plus local ciders and craft beers; every wine is sold at festival-only prices for stocking up.
Wood-fired pizza from Pizzeria Boema, cheese boards from High Lawn Farm and shucked-to-order oysters are sold separately. Dare notes that buying through its own site avoids ticket-platform fees. Lenox is the Berkshires town of Tanglewood and Edith Wharton's The Mount, about 2.5 hours from Boston and New York.
Getting there
Location & logistics.
What to expect
The experience.
A mix of varietals from regional producers. Start light, work toward the bigger reds.
Held at Pizzeria Boema in Lenox. Check the venue page for layout details.
Friendly to first-timers — no one is going to quiz you on Pinot. Ask questions, take notes, enjoy.
Arrive early, hit your must-try wineries first, then wander. That's the move.
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Frequently asked
Common questions.
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