2022 Events Calendar



An evening filled with local food, artists, musicians and more! Enjoy a 5 course tasting menu, which will be complemented with South Hollow Spirits cocktails and Truro Vineyards wines. The menu is not available ahead of time but will feature all that is local, fresh, and available seasonally.

Tickets are required and are $85/ person.


Sunday Funday 

Join us every Sunday through the Summer from 5:30-7:30 for drinks, food, tunes, and ice cream

             Thursday, September 15 (rain date is Thursday, September 22)

Click the link below to purchase tickets.

The Animal Rescue League of Boston’s Paws to Celebrate

Join ARL to celebrate the animal welfare achievements made possible by the Cape community! The event will include light bites from Blackfish, a sampling of Truro Vineyards wines, and live entertainment from Cape-native and American Idol contestant Natalia Bonfini.


Twenty Summers Concert Series. Tickets required and can be purchased at 2osummers.org

From early roots to rockers, deep dub, rub-a-dub and early Dancehall, New Sheriff (Andrew Sloan) brings the heavyweight sounds of Jamaica, curated from his personal collection of over 6000 pieces. All vinyl. All ways.

Fairies have always enjoyed a close association with the natural world. But with so much under threat from Climate Change, the fairies are not pleased. In addition to making everything more fabulous, fairies have come to pass along a few spells that will be needed in the days to come.

An award winning songwriter, bassist and composer from Odanak First Nation, Mali has toured internationally, receiving acclaim from NPR and RollingStone and several Boston Music Awards nominations with her band Lula Wiles.
KAINA is a first-generation Latina, born and raised in Chicago. Since the release of her debut EP sweet asl in 2016, she has created generational music that surpasses borders, a unified expression of her native Chicago coupled with her Venezuelan and Guatemalan heritage.


8th Annual Vinegrass Music Festival Sunday October 2nd

Tickets required to enter the property. Available starting August 1st, Click here to buy tickets
(please note we will not be doing tastings that day)

 Save the Date:

Sunday September 18th- Annual Grape Stomp Event 12pm-6pm, more details to follow