2025 Live Music Schedule

We host live music on the lawn every SATURDAY & SUNDAY April-October as well as every FRIDAY June-September. Additionally, there are select weekday & special events during the winter months that also feature live music. All scheduled music is weather dependent.

March

3/15 - Paul Wilkinson 2:00-5:00pm

3/16 - Chris Despo 1:00-4:00pm

April

4/19 - Ashley Sweetman 11:00-3:00pm

*Open to Egg Hunt Ticket Holders & Guests Only

4/26 - Ryan Laliberte 2:00-5:00pm

4/27 - Greg Jones 1:00-4:00pm

May

5/3 - Joe Nester 2:00-5:00pm

5/4 - Jeff Kessler 1:00-4:00pm

5/10 - Rick Caldwell 2:00-5:00pm

5/11 - Jason Ager 1:00-4:00pm

5/17 - Greg Jones 12:00-4:00

*Derby at the Vineyard - Tickets Required

5/18 - Nicole Zell 1:00-4:00pm

*Derby at the Vineyard - Tickets Required

5/24 - Allison Landon 2:00-5:00pm

5/25 - Bill Hake 1:00-4:00pm

5/26 - Greg Jones 1:00-4:00pm

5/31 - Adam McCue 12:00-4:00pm

June

6/1 - Joe Vandetty 12:00-4:00pm

6/6 - Noah Richardson 5:00-7:30pm

6/7 - TBD

6/8 - Ashley Sweetman 1:00-4:00pm

6/13 - Greg Jones 5:00-7:30pm

6/14 - Paul Wilkinson 2:00-5:00pm

6/15 - Adam McCue 1:00-4:00pm

6/20 - Chris Despo 5:00-7:30pm

6/21 - TBD

6/22 - Nicole Zell 1:00-4:00pm

6/27 - Joe Nester 5:00-7:30pm

6/28 - Rick Caldwell 2:00-5:00pm

6/29 - Bill Hake 1:00-4:00pm

*Closed to the public, open for Wine Club members and guests only

July

7/4 - TBD 1:00-4:00pm

7/5 - Adam McCue 2:00-5:00pm

7/11 - Rick Caldwell 5:00-7:30

7/12 - Noah Richardson 2:00-5:00pm

7/13 - Allison Landon 1:00-4:00pm

7/18 - Paul Wilkinson 5:00-7:30pm

7/19 - Katelyn Christine 12:00-4:00pm

7/20 - Jeff Kessler 12:00-4:00pm

7/25 - Joe Vandetty 5:00-7:30pm

7/26 - Chris Despo 1:00-4:00pm

7/27 - Nicole Zell 1:00-4:00pm

August

8/1 - TBD

8/2 - Bill Hake 2:00-5:00pm

8/3 - Allison Landon 1:00-4:00pm

8/8 - Ashley Sweetman 5:00-7:30pm

8/9 - Joe Vandetty 2:00-5:00pm

8/10 - Nicole Zell 1:00-4:00pm

8/15 - Paul Wilkinson 5:00-7:30pm

8/17 - Adam McCue 1:00-4:00pm

8/22 - Rick Caldwell 5:00-7:30pm

8/23 - Greg Jones 2:00-5:00pm

8/24 - Jason Ager 1:00-4:00pm

8/25 - Joe Vendetty 2:00-5:00pm

8/29 - Noah Richardson 5:00-7:30pm

8/30 - Bill Hake 2:00-5:00pm

8/31 - Chris Despo 1:00-4:00pm

September

9/1 - Bill Hake 1:00-4:00pm

9/5 - Jeff Kessler 5:00-7:00pm

9/6 - Greg Jones 2:00-5:00pm

9/7 - Joe Nester 1:00-4:00pm

9/12 - Allison Landon 5:00-7:00pm

9/13 - Adam McCue 2:00-5:00pm

9/14 - Nicole Zell 1:00-4:00pm

9/19 - Ryan Laliberte 5:00-7:00pm

9/20 - Rick Caldwell 2:00-5:00pm

9/21 - Chris Despo 1:00-4:00pm

9/26 - Jason Ager 5:00-7:00pm

9/27 - Chris Grunwald 2:00-5:00pm

9/28 - Joe Nester 1:00-4:00pm

October

10/4 - Adam McCue 2:00-5:00pm

10/5 - Jeff Kessler 1:00-4:00pm

10/11 - TBD

10/12 - Jason Ager 12:00-4:00pm

10/18 - Greg Jones 2:00-5:00pm

10/19 - Jason Ager 1:00-4:00pm

10/25 - Paul Wilkinson 2:00-5:00pm

10/26 - Adam McCue 1:00-4:00pm

10/31 - Joe Nester 5:00-7:00pm

We are open to new talent on a limited basis as we generally work with a select group of local professional musicians. If you are interested in performing as part of our live music on the lawn series, please note that inquiries can be made via email to our Tasting Room Manager Kait@pennswoodswinery.com. Please include a link to where we can view past performances as well as your availability. We will reach out if we have a date available & feel the you are a good fit.