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Music Festival

The Town of Leonardtown and the Leonardtown Business Association are proud to announce the exciting 2023 lineup for the Leonardtown Summer Music Festival (funded in part by the St. Mary's County Arts Council), including the exciting return of the On the Water's Edge Music Series at the Leonardtown Wharf, sponsored by Jimmy Hayden of RE-MAX 100 and Homes for Heroes! See the concert dates and info below and mark your calendars so you don't miss a moment of the fun! Please visit this page for news and announcements about this season or join the Leonardtown A&E News Email List for advanced notice of other concerts and special event announcements.

Download: The 2023 Event Flyer

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CONCERT SCHEDULE

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April 29th
6 PM - 8 PM

Leonardo Garcia Y
Son Horizonte

Series kickoff/Latin Night Celebration for the On the Water's Edge Concert Series at the Leonardtown Wharf (sponsored by Jimmy Hayden of RE-Max 100 and Homes for Heroes) in honor of International Dance [and Music] Day and Cinco DeMayo. The evening includes Leonardo Garcia Y Son Horizonte in concert and Latin Dance instruction.

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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 the high-energy mix of popular rock and pop hits from this dynamic Southern Maryland band.




 

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July 7th
5 PM - 7 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 5 PM - 7 PM feat. the astounding Eric Byrd Trio!


 

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August 19th
5 PM - 8 PM

The Dynamos /
The Revival

End of Summer Bash and Back to School Drive/Teacher & School Support Staff Appreciation Day 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. 

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TO BE RESCHEDULED DUE TO INCLEMENT WEATHER

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. Enjoy the laid-back vibe as they perform popular rock and country hits while sampling award-winning wine.

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May 5th
6 PM - 9 PM

May First Friday

Enjoy live music and activities with Leonardtown artists and businesses during Leonardtown Cinco De Mayo First Friday. Performer Justin Allen from 6 PM - 9 PM.


 

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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 from 6 PM - 9 PM.









 

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August 4th
5 PM - 8 PM

August First Friday

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





 

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September 1st
4 PM - 7:30 PM

Dr. Ceylon Mitchell and
Jan Knutson

Contemporary flutist, Dr. Ceylon Mitchell, and Improvisational Jazz Guitarist, Jan Knutson, perform in Leonardtown Square for the first time for A&E First Friday. Bring a lawn chair and kick back and enjoy smooth jazz throughout the evening.




 

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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 from 6 PM - 9 PM

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May 20th
3 PM - 6 PM

Jay Armsworthy / U.S. Navy Band Country Current

The On the Water's Edge Concert Series at the Leonardtown Wharf (sponsored by Jimmy Hayden of RE-MAX/100 and Homes for Heroes) presents a Bluegrass Celebration in honor of Armed Forces Day featuring the U.S. Navy Band Country Current (performing from 3 PM - 4 PM) and Jay Armsworthy (performing from 4 PM - 6 PM) on Saturday, May 20, 2023. Local student, Bethany Yeh, will open the event by performing the National Anthem.




 

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July 15th
7 PM - 10 PM

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. This event, as well as the Summer Bar Crawl, are being held in honor of local fallen hero, Brice Trossbach (participating businesses in the Bar Crawl are accepting donations for the family- Learn More). Backup rain location for the concert: The Rex Theatre, 22695 Washington St, Leonardtown, MD 20650

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August 11th
(NEW DATE)
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 Stevens. This event has been moved to Friday, August 11, 2023 from 5 p.m. - 8 p.m. due to forecasted rain on original date of June 24th).
 

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September 2nd
3 PM - 7:30 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 3 p.m. - 4 p.m., Girl Crush from 4 p.m. - 5 p.m. and Phillip Michael Parsons from 5:30 p.m. - 7:30 p.m. The winners from the Sidewalk Art Contest, held earlier in the day from 10 a.m. - 5 p.m., will be announced at 5 p.m. Then stick around after the concert for a fireworks spectacular being held in honor of Leonardtown's 10th Anniversary as an Arts & Entertainment District, starting at 8 p.m.

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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.

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