Kick Off Jazz-Era Party on Fenwick Street in Downtown Leonardtown
The festivities kick-off with jazz-era fun in historic Leonardtown with a fun kickoff party at locations all up and down Fenwick Street, which will be closed off for a street party! The Fenwick Inn will host the main area of live music from the Chesapeake Orchestra Swing Combo and dance performances from 6:00 PM – 9:00 PM. Charcuterie boxes will be available for purchase and there will be a cocktail bar featuring the Inn’s signature cocktails.
The evening will be a celebration of jazz music throughout the 20’s, 30’s, 40’s and 50’s. Everyone is invited to come dressed in attire from their favorite period from the 20’s – 50’s. There will be a costume contest with cash prizes for the best dressed individual and couples. While costumes are highly encouraged, they are not required. Complimentary accessories will be available at the Accessories Table while supplies last.
Space is limited. There is no fee to attend, however, reservations are required. VIP Seating is available (fee required), contact the Inn at firstname.lastname@example.org for details. Please note that COVID-19 protocols will be observed for the event.
Meanwhile, Fenwick Street will be completely closed to traffic so attendees can enjoy all the fun and music from businesses up and down the street! Below is a list of all the fun you can expect!
The Old Jail Museum
Come check out this fascinating historic site right in the heart of Leonardtown during the Friday night jazz party! Built in 1876 and in use until 1945 by the oldest sheriff’s office in the nation, this granite block and brick structure retains its original upstairs cells where prisoners were once segregated by gender and race. The jail keeper’s quarters downstairs house related artifacts. ADMISSION IS FREE.
240-925-3427 | WEBSITE ⇒
Fenwick Street Used Books & Music
Check out Fenwick Street Used Books & Music for a wide variety of jazz books and jazz records on vinyl, many of which would be great for collectors!
301-475-2859 | WEBSITE ⇒
North End Gallery
Browse this amazing local art gallery while enjoying jazz music from GrooveSpan trio out in front of the gallery from 5 PM – 8 PM. The gallery’s show theme for July is “From Sea to Shining Sea” showcasing work that speaks to that in all its possibilities.
301-475-3130 | WEBSITE ⇒
David’s Flowers, Antiques & Gifts
David’s combines a full-service flower shop with rooms of antiques and quirky collectibles to explore, all of which spills out onto Fenwick Street. Listen to jazz music while you browse and shop!
301-475-3704 | WEBSITE ⇒
Social Coffeehouse & Cocktail Bar
Enjoy craft cocktails and cozy atmosphere with jazz music as your backdrop at Social. Local ingredients are turned into mouth-watering espresso, cocktails, light fare, and gourmet tapas.