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 on Fenwick Street, where the street will be shut down and music, food and more will be available for this fun street party. Businesses along the street will be open and the Fenwick Inn will be hosting a fun Jazz party with more music and fun!
THE FENWICK INN: 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 (while supplies last) and there will be a cocktail bar featuring the Inn’s signature jazz fest cocktail (the hurricane), beer and wine. Raymond Tuazon & Associates will help teach Swing Dance Lessons to singles and couples at the cocktail party.
HOW TO GET IN: Everyone is free to come to the street party, but space is limited at the Fenwick Inn.
- REGULAR ADMISSION: FREE to walk in! First come, first serve. Limited tickets available.
- VIP ADMISSION (SOLD OUT): Includes private seating in VIP section, VIP server, shrimp boil box (shrimp, cherrystone clams, mussels, corn on the cob, hush puppies & watermelon), 2 drink tokens (can be used on beer, wine or signature drink). $45 per person, plus applicable taxes & fees. Advanced registration required for VIP section. Space is limited to 40. Due to the nature of the event, tickets are not refundable. Tickets are transferable, just let us know the name of the person you are transferring your ticket to within 24hrs of the event. To purchase VIP tickets, CLICK HERE.
This event will be held outdoors under a pavilion and umbrellas. There is an entrance to the venue from the public parking lot, 41660 Park Ave, across from The Good Earth.
STREET PARTY: Outside the Fenwick Inn on Fenwick Street, the road will be shut down to traffic and open to everyone! Live jazz music from GrooveSpan will be playing along the street and there will be food available. Lots of businesses along Fenwick will be open with more jazz fun! SEE BELOW FOR LIST OF LEONARDTOWN BUSINESSES PARTICIPATING!
AFTER PARTY: Antoinette’s Garden will be hosting a Jazz Era After Party starting at 9 PM. Attendees who come in costume will receive 20% off their order.
COSTUME CONTEST & CASH PRIZES: The evening will be a celebration of jazz music throughout the 20s, 30s, 40s and 50s. Everyone is invited to come dressed in attire from those periods and 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.
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.
The Good Earth Natural Foods Co.
Stop by the Good Earth Natural Foods Co. from 10:00 a.m. to 6:00 p.m. They offer a wide variety of products including delicious smoothies, soups and salads from the Healthy Lifestyles Kitchen, fresh and delicious Certified Organic produce, a wide variety of snacks and beverages (include wine) and necessities for outdoor events such as sunscreen, bug repellent, bath/ body products and much more.