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 featuring the SOMD Storytellers,
Robbie Boothe, Phillip Michael Parsons,
Sam Grow, the Amish Outlaws and more throughout the town of Leonardtown, Maryland from June - October 2021.
Join us for an exciting Summer of Music
How You Can Help
Become a Friend of Leonardtown and help with planning great events and happenings in Leonardtown, assist with fundraising
and more. Learn More>
Long and short-term
Volunteer individually or with a group. Volunteer positions are available for teens, students, seniors and more. Learn More>
Help keep the majority of the concerts in the music festival free and open to the public by making a donation today. All donations are tax deductible. Learn More>
Become one of our Valued
Sponsors. Sponsor opportunities are
available for individuals and businesses. Learn More>
Enjoy FREE Concerts, Dancing, Great Food, Raffles, Prizes and More!
June 26, 2021
SAT / 6 PM - 9 PM
Join David Norris, Carol Schachter, Patty Dorsch,
Frank Taylor & Bob Schaller as they play some of their favorite songs and reminisce about the good ole days. Concert time is from 6 pm - 9 PM.
The Potomac Jazz & Seafood Festival Weekend Celebration
July 9 - July 11, 2021
FRI / 5 PM - 9 PM Thru SUN / 11 AM - 7 PM
THROUGHOUT LEONARDTOWN & ST. CLEMENTS
Friday, July 9th
Jazz Era Party & Concert Around Town
Fenwick Street / Historic Downtown Leonardtown
Come in costume and enjoy jazz-era fun in historic Leonardtown all along Fenwick Street beginning at 5:00 p.m. on Friday, July 9th. The festivities include live music provided by GrooveSpan, an antique car show and jazz related activities offered by the Fenwick Street Businesses and cash prizes for best costumes for singles and couples. The Fenwick Inn will host a jazz era cocktail party with live music provided by the Chesapeake Orchestra "Swing Combo" under the direction of Jeffrey Siberschlag and swing dance lessons from 6:00 PM – 9:00 PM. Charcuterie boxes will be available for purchase (while supplies last) and there will be a cocktail bar featuring the Inn’s signature jazz fest cocktail, the Hurricane, beer, and wine. VIP seating is available (fee required).
Saturday, July 10th
Relax waterside on the museum lawn and enjoy live national jazz artists, lots of delicious seafood and gorgeous views of the Potomac and St. Clement’s Island at this popular signature event in Colton’s Point, MD.
Sunday, July 11th
Various Locations Throughout Leonardtown
The weekend ends on a high note with jazz-themed activities all Sunday long throughout Leonardtown, including jazz brunches at Antoinette’s Garden and the Front Porch, a flapper-style barre class at SPICE Studio, live jazz music around town and at the Port of Leonardtown Winery and new this year, jazz cruises setting sail from Leonardtown Wharf.
For more information about the Jazz Fest Weekend visit the Potomac Jazz & Seafood Festival website.
Sam Grow (Acoustic Performance)
Aug 22, 2021
SUN / TIME TBA
Born in Southern Maryland, and now based in Tennessee, Country singer/songwriter/musician, Sam Grow, grew up on "old school" music and lists Sam Cooke, Otis Redding, Eric Clapton, and Gavin DeGraw as some of his influences. Sam performs in Leonardtown Square for the first time Sunday, August 22nd. Concert time TBA.
Phillip Michael Parsons
SUN / 2 PM - 5 PM
PORT OF LEONARDTOWN WINERY
Country singer/songwriter from Southern Maryland returns to Leonardtown on Sunday, August 29th. Phillip has been making music and traveling the Country. He'll be performing some favorite Country and Rock hits as well as some of his own music. Concert time is from
2 PM - 5 PM at the Port of Leonardtown Winery.
FRI/ 5:30 PM - 7:30 PM
Higher Standards returns to Leonardtown for Arts & Entertainment First Friday on Friday, September 3rd. Enjoy smooth jazz stylings during this popular annual event that celebrates Leonardtown's anniversary of becoming the only Arts & Entertainment District in Southern Maryland.
SAT / 3 PM - 6 PM
PORT OF LEONARDTOWN WINERY
Country singer/songwriter/musician and hometown favorite, Robbie Boothe, returns to Leonardtown on Saturday, September 18th. Robbie has been honing his songwriting skills since performing an original song in high school. He performs at Port of Leonardtown Winery. Concert time is from 3 PM - 6 PM.
October 16, 2021
SAT / TIME TBA
An exciting cover band from Amish Country that performs any and all music styles plays Leonardtown Square for the first time on Saturday, October 16th (Time TBA).