SUMMER OF MUSIC

The Leonardtown Summer Music Festival

Enjoy FREE Concerts, Dancing, Great Food, Raffles, Prizes and More!

Leonardtown hosts a summer of exciting concerts from April - October 2023 throughout the Town from historic Leonardtown Square to picturesque Leonardtown Wharf and beyond! Enjoy live music, dancing, great food, raffles, prizes and more throughout the season.

CONCERT SCHEDULE

Enjoy FREE Concerts, Dancing, Great Food, Raffles, Prizes and More!

May 27th

3 PM - 6 PM

The Lucky Few

The Leonardtown Summer Music Festival Presents The Lucky Few in Concert at the Port of Leonardtown Winery on Saturday, May 27, 2023 from 3 PM - 6 PM. Sample award-winning wine while enjoying a high-energy mix of popular rock and pop hits from this dynamic Southern Maryland band.

June 2nd

6 PM - 9 PM

June First Friday

Enjoy live music and activities with Leonardtown artists and businesses during Leonardtown First Friday. Performer: Joseph Norris.

June 24th

5 PM - 8 PM

Latrice Carr / The Rise Band & Show

R&B Celebration featuring The Rise Band & Show from 5 PM - 6 PM and Latrice Carr from 6 PM - 8 PM On the Water's Edge at the Leonardtown Wharf (sponsored by Jimmy Hayden of RE-Max 100 and Homes for Heroes). The evening also includes R&B line dance lessons with Renee Stephens.

July7th

6 PM - 9 PM

Eric Byrd Trio

The 3-day weekend of the 23rd Annual Potomac Jazz & Seafood Festival kicks off on Friday, July 7, 2023 during Leonardtown July First Friday, with a FREE performance on the Leonardtown Square from 6 PM - 9 PM featuring the astounding Eric Byrd Trio!

July 15th

7 PM - 10PM

Doc Martin & the Flannels

Doc Martin & the Flannels, a high-energy band from Baltimore, MD, performs in Leonardtown Square for the first time for the Leonardtown Summer Music Festival on Saturday, July 15, 2023 from 7 PM - 10 PM.

August 4th

5 PM - 8PM

August First Friday

Enjoy live music and activities with Leonardtown artists and businesses during Leonardtown First Friday. 

August 19th

5 PM - 8 PM

The Dynamos / The Revival

End of Summer Bash and Back to School Drive at the On the Water's Edge concert series at the Leonardtown Wharf (sponsored by Jimmy Hayden of RE-MAX 10 and Homes for Heroes) featuring The Revival from 5 PM - 6 PM and The Dynamos from 6 PM - 8 PM

September 1st

5:30 PM -7:30 PM

Jan Knutson

Improvisational Jazz Guitarist, Jan Knutson, performs in Leonardtown Square for the first time for A&E First Friday. Enjoy smooth jazz and art related activities throughout the evening.

September 2nd

5 PM -9 PM

Phillip Michael Parsons / John Zimmerman / Girl Crush

The On the Water's Edge Labor Day Finale Concert, sponsored by Jimmy Hayden of RE-MAX 100 and Homes for Heroes, at the Leonardtown Wharf featuring John Zimmerman from 5 p.m. - 6 p.m., Girl Crush from 6 p.m. - 7 p.m. and Phillip Michael Parsons from 7 p.m. - 9 p.m.

September 23rd

3 PM - 6 PM

Unfinished Business

The Leonardtown Summer Music Festival presents Unfinished Business at the Port of Leonardtown Winery on Saturday, September 23rd from 3 p.m. - 6 p.m. Sample award-winning wine, and enjoy the laid-back vibe as they perform popular rock and country hits.

October 6th

6 PM - 9 PM

October First Friday

Enjoy live music and activities with Leonardtown artists and businesses during Leonardtown Octoberfest First Friday. Performer: Funkzilla SOMD

October 14th

7 PM - 10 PM

Vertigo Red

Vertigo Red, Maryland's premiere rock cover band, performs in historic Leonardtown Square for the season finale of the Leonardtown Summer Music Festival on Saturday, October 14th from 7 PM - 10 PM.

Locations:

Leonardtown Winery

Leonardtown Square

Leonardtown Wharf and 

Various locations in Leonardtown

Date & Time: April - October 2023

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