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Tasting Room Events

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Black Ankle Fridays

Every Friday from 11am-9:00PM with festivities starting at 4pm

For us, Friday evenings at Black Ankle have always been about spending time with family and friends while listening to music and enjoying delicious local food with your favorite glass of wine. 

We invite all of our guests to Black Ankle Friday every Friday night for live entertainment & food trucks on the Black Ankle Patio and Terrace, located in front of our Tasting Room (weather dependent).  To book a reservation for Black Ankle Fridayclick here!
To see the line-up, scroll to the calendar below.

Sunset Saturdays

Every Saturday from 1-9:00PM 
** We will be closing at 6pm this coming Saturday (Sept 23rd) for a private event**
With the days getting longer and the vines getting greener, we invite our guests to join us every Saturday as we host live music and some of our favorite food trucks for an afternoon and evening of fun! Grab a splash of your favorite Black Ankle wine and relax with friends as you enjoy some of the most beautiful sunsets Maryland has to offer. To book a reservation for Sunset Saturdaysclick here!

To see the line-up, scroll to the calendar below.

Members' Second Saturdays 

Every Second Saturday from 1-9:00PM

We invite Wine Club Members and their friends to join us every Second Saturday for an evening of music, local fare, and estate wine. These Saturdays are a thank you to our community of club members. They will feature long-time staff members, pre-released wines, and special guest vendors. To book a reservation for Members' Second Saturday, email
To see the line-up, scroll to the calendar below.

Not a member yet? Check out our wine club here

Sunday Brunch at Black Ankle

Every Sunday from 11-3:00PM

We're hosting Sunday brunches at the farm! We have an incredible lineup of local food trucks coming out every Sunday to sling up french toast, eggs and bacon, and other delicious treats! All you need to do is grab your brunch bunch and meet us in the Tasting Room. We’ll be there waiting to pour you tastings, glasses, + flights! Life happens. Brunch helps. We can't wait to become a part of your Sunday traditions! To book a reservation for Sunday Brunch, click here!