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Town briefs: arts events, small‑business uptick and state tax system downtime

Leonardtown Town Council · August 11, 2026
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Summary

Staff outlined upcoming arts events (First Friday in September, end‑of‑summer bash Sept. 5, scarecrow stroll Oct. 1 and gingerbread lane Dec. 1); a council member reported a local business up 50% year‑over‑year and reminded residents the state is migrating its tax system in August.

Town staff and council members highlighted a slate of upcoming community events and noted local business momentum. The LBA plans an arts & entertainment First Friday in September and an end‑of‑summer bash on Sept. 5 featuring live music and fireworks; staff said a trolley will operate up and down the hill during that weekend. Sign-ups for the scarecrow stroll (Oct. 1) and gingerbread lane (Dec. 1) are open with an Aug. 31 signup deadline for gingerbread pieces.

A council member reported one local business is up about 50% from last year and encouraged awareness of downtown economic activity. The same council member cautioned that Maryland's transition to a new online tax system will restrict state individual‑tax processing for much of August, advising residents to plan accordingly. Staff also noted North End Gallery’s 40th anniversary celebration in early September and a ribbon‑cutting this Friday for a new restaurant, Bowl 29.