Saturday, June 26th

The SOMD Storytellers performed in Leonardtown Square on Saturday, June 26th. Attendees enjoyed an afternoon of great music and storytelling

Sunday, August 29, 2021

Phillip Michael Parson gave an electrified performance at the Port of Leonardtown Winery on Sunday, August 29th. Attendees enjoyed award-winning wine, refreshing slushies and the exciting blend of Country and Rock favorites as well as a few original hits. 

Saturday, October 9, 2021

Latrice Carr performed at the Port of Leonardtown Winery on Saturday, October 9, 2021. Latrice gave a wonderful performance - treating the crowd to her smooth stylings of popular jazz, Country and standard ballads. 

Friday, July 9 & Sunday, July 11, 2021

The Potomac Jazz and Seafood Festival Weekend Celebration kicked off with live jazz music, swing dancing and more in historic downtown Leonardtown and the weekend ended on a high note with jazz events and live music throughout Town on Sunday. It was an amazing weekend of jazz fun.

Friday, September 3, 2021

Higher Standards returned to Leonardtown for Arts & Entertainment First Friday on Friday, September 3rd. Attendees enjoyed smooth jazz stylings during this popular annual event .

Saturday, October 16, 2021

The exciting Finale for the Leonardtown Summer Music Festival featured The Amish Outlaws in Leonardtown Square. In spite of the rain causing a delay, the Outlaws gave a thrilling concert that had attendees on their feet and dancing all night long!

01/19 - 01/23

It was an amazing evening of music in Leonardtown. Sam Grow performed for the Leonardtown Summer Music Festival on Sunday, August 22nd. The rain didn't stop the fun. The concert was relocated and took place for a packed, appreciative audience. Radio Romance opened the show and then Sam blew everyone away performing original and favorite Country hits.

Saturday, September 18, 2021

The Robbie Boothe Concert at Port of Leonardtown Winery on Saturday, September 18, 2021 was an amazing day of music and fun. The enthusiastic crowd sang and danced along to the popular Country and Rock favorites and some of Robbie's original hits as well.