Wednesday, August 26, 2026

End of Summer Bash - Saturday, September 5, 2026 - 5:00 p.m. till Dark - Sponsored by Leonardtown Business Association

End of Summer Bash returns to Leonardtown

LEONARDTOWN, MD — The End of Summer Bash is less than two weeks away, and it’s the perfect way to spend your Labor Day weekend with family and friends in beautiful Leonardtown!

Join the Leonardtown Business Association and the Town of Leonardtown on Saturday, September 5, from 5 p.m. until dark at Leonardtown Wharf for an evening filled with live music, great food, drinks, trolley rides, fireworks and more.

The evening will feature live music from South Creek and HydraFX from 5–8:30 p.m., followed by a spectacular fireworks display over Leonardtown Wharf to close out the summer in style.

Come hungry and enjoy great food and drinks while taking in the beautiful waterfront atmosphere. Free trolley service will also be available to help guests get up and down Wharf Hill throughout the event.

The End of Summer Bash is FREE and family-friendly. Guests are encouraged to bring a chair or blanket, find a spot along the waterfront and settle in for a fabulous evening in Leonardtown.

This community celebration would not be possible without the generous support of our amazing sponsors. A very special thank you to Bell Marine Services, Sweetbay Restaurant & Bar, St. Mary’s County Arts Council, Mattingley-Gardiner Funeral Home & Cremation Services, The County Times Newspaper, Leonardtown Business Association, Burris’ Olde Towne Insurance, Quality Built Homes and the Town of Leonardtown for helping make this event possible.

EVENT DETAILS

Saturday, September 5, 2026
5 p.m. until dark
Leonardtown Wharf
Live Music • Food • Drinks • Games • Trolley • Fireworks
FREE Admission | Family-Friendly

GO TO KNOW:

Saturday, September 5th - Noon-11pm - Wharf Parking Lot Closed

Saturday, September 5th - 4:30-9:30 -- Trolley will be running up and down the hill to the Wharf

For additional information:

https://www.facebook.com/events/933007152590980

or call 301-475-9791.



 

Wednesday, August 19, 2026

Assistant Town Administrator - Position Available

Commissioners of Leonardtown

Assistant Town Administrator Position Available 

The Town of Leonardtown is accepting resumes for a full-time Assistant Town Administrator position.  Leonardtown is a fast-growing and active Town with great opportunity for potential professional growth for this position.  Responsibilities involve complex professional, administrative and management duties in providing daily oversight of ongoing town activities and requires strong leadership skills.  

The Assistant Administrator will work directly with the Mayor and Town Administrator overseeing the day-to-day operations of Town Government. 

A degree in public administration or related field or any equivalent combination of experience and training is required.  Individuals with knowledge of municipal management and municipal government programs will be given priority.  The minimum annual starting salary is $100,000 and will be based on experience. 

Send resume and three professional references t

Laschelle McKay
Commissioners of Leonardtown
POB 1
22670 Washington Street
Leonardtown, MD 20650

OR

Email Leonardtown.commissioners@leonardtownmd.gov

Deadline to apply is September 18, 2026


Tuesday, August 04, 2026

Town Council Meeting on Monday, August 10, 2026 at 4:00 p.m.

 You can find information on Town Council meetings and supporting documents on BoardDocs at  https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.

The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com

The meeting will be live streamed on the Town of Leonardtown YouTube channel www.youtube.com/c/TownofLeonardtown In the event of any live streaming technical difficulties, the meeting will be uploaded the next day on the YouTube channel for viewing.