Oyster Party Pop-Up
2026-08-21 12:00 - 18:00 (America/New_York)
Join us at the shop for our monthly Oyster Party Pop-Up! Our favorite mobile raw bar will be shucking oysters to order and serving up fresh Maine lobster rolls. We’ll have a bottle (or two!) open so you can sip while you indulge in these ocean gems.

Friday, August 21st

12–6 PM

Swing by for incredible oysters, lobster rolls, and a complimentary wine tasting! 🦪🍷

Join us every Saturday afternoon — year-round! 🍷 1-4pm
2026-08-22 13:00 - 16:00, 2026-08-29 13:00 - 16:00, 2026-09-05 13:00 - 16:00
Discover and taste wines from around the world, free of charge. Each week, guest wine experts or our Dare Bottleshop team will guide you through a lineup of delicious wines — and all featured wines will be on sale!

Oyster Party Pop-Up
2026-09-18 12:00 - 18:00
Join us at the shop for our monthly Oyster Party Pop-Up! Our favorite mobile raw bar will be shucking oysters to order and serving up fresh Maine lobster rolls. We’ll have a bottle (or two!) open so you can sip while you indulge in these ocean gems.

Friday, September 18th

12–6 PM

Swing by for incredible oysters, lobster rolls, and a complimentary wine tasting! 🦪🍷

Lenox Wine Festival 2026
2026-09-19 00:00 - 23:59
Wine, food & community—September 19 in Lenox. Tickets on sale now!

The Lenox Wine Festival is back for its fourth year on Saturday, September 19th, 2026 at The Barn at Pizzeria Boema in Lenox, MA—

and we’re excited for another unforgettable, feel-good celebration.

Join us for an afternoon of wine, food and community—while supporting something close to home.

Each year, we’re proud to partner with the

Lenox Library Association through our on-site silent auction and raffle, helping fund the library and its programming. So as you sip and explore, you’re also giving back to one of our community’s most special resources.

Festival Highlights & Experiences

🥂 Unlimited tastings of wines from around the world

🍻🍎 Local craft beer & cider tastings

🤝 Meet & mingle with passionate wine experts, importers & producers

🛍️ Shop featured wines at special event-only pricing

🍕 Wood-fired pizza from Pizzeria Boema*

🧀 Cheese boards by local favorite High Lawn Farm*

🦪 Shucked-to-order oysters*

(*Select food offerings available for purchase)

Giving Back to Our Community

📚 Each year, we’re proud to support the Lenox Library Association through our on-site silent auction and raffle—so as you sip and explore, you’re also giving back to one of our community’s most cherished resources.

✨ Why You’ll Love It

This is more than a tasting—it’s a celebration of community, a chance to connect with the people behind the wines, discover new favorites, and enjoy one of the most joyful days of the season while supporting the Lenox Library Association.

🔔 Don’t Wait…

🎟️ Tickets are available now for $35 (regularly $45)—for a limited time. Purchase here

This event traditionally sells out, so don’t miss your chance to be part of it.

Oyster Party Pop-Up
2026-10-09 12:00 - 18:00
Join us at the shop for our monthly Oyster Party Pop-Up! Our favorite mobile raw bar will be shucking oysters to order and serving up fresh Maine lobster rolls. We’ll have a bottle (or two!) open so you can sip while you indulge in these ocean gems.

Friday, October 9th

12–6 PM

Swing by for incredible oysters, lobster rolls, and a complimentary wine tasting! 🦪🍷
