for the

Friday, July 12, 2019

Leonardtown Square, 6-9 p.m.

chesapeake Swingband.jpg

The Chesapeake Swingband will perform from 6 - 9 p.m. in Leonardtown Square. The evening will be a celebration of jazz throughout the 20’s (jazz age), the 30’s-40s (swing era), and the 50’s-90’s (modern and Latin jazz). There will be a special performance from Ballet Caliente 
during the evening. There will also be a classic antique car show featuring vehicles from those eras courtesy of St. Mary's Rod & Classic.


We are asking attendees to come dressed in attire from their favorite era from the 20's, 30's, 40's or 50's. Costumes aren't required (there will be an accessories table with costume pieces available while supplies last), however, there will be a Costume Contest with with a $500 GRAND PRIZE for attendees who want to go all out and dress in attire from the 20's, 30's, 40's or 50's. The winners will be announced at 8:30 (Please note that you must be present to win).

There will also be a 50/50 Raffle. Tickets are available for purchase ($1 per ticket or 5 for $3) before the event on Thursday, July 11tth and Friday, July 12th from 8:30 a.m. - 10:30 a.m. in the Town Hall Office located at 22670 Washington Street, Leonardtown, MD 20650. Tickets will also be available at the event. The drawing will be held at 8:50 (Please note that you must be present to win).


The Maryland State Arts Council will be filming during the event for inclusion in an Arts & Entertainment film to be screened on Maryland Arts Day. Be sure to come in costume and be there early!

Pre-order a picnic bag to enjoy at the concert. Picnic bags are available for order from the following participating restaurants. Click on a restaurant link below to view the menu selections from that restaurant, call in your order and pick up your picnic to go in time for the concert in Leonardtown Square. Please note the cutoff dates or times for placing an order through the restaurants may be different as noted.