by mainstreet_director1706 | Jul 28, 2026 | News, Projects
Things just got a whole lot sweeter in Downtown Chestertown! Bespoke Chocolate has officially opened the doors to its new, expanded location at 103 S. Cross Street, marking an exciting new chapter for the beloved local business. The move and transformation were made...
by mainstreet_director1706 | Jul 27, 2026 | News
For years, the initial entrance into Chestertown for thousands of travelers has begun the exact same way: stepping off North Cross Street and being greeted by Robin Sesplankis. Now, following years of frontline dedication to the region’s tourism operations,...
by mainstreet_director1706 | Jul 1, 2026 | News
This week, Main Street Chestertown is celebrating the collective spirit – from organizational leadership all the way to the hands-on dedication of individual neighbors – that keeps our historic downtown thriving. We’re pleased to announce we...
by mainstreet_director1706 | Jun 16, 2026 | News, Press Release
Main Street Historic Chestertown is thrilled to announce the appointment of Dominique Ellis Falcon as its new Executive Director. With a 20-year career spanning tourism marketing, coalition building, operational leadership, strategic communications, and community...
by CJ Price | Apr 17, 2026 | Business, FAQ, News
Give your business a glow up! Chestertown’s downtown businesses have some exciting opportunities to invest in their spaces, strengthen their operations, and position themselves for long-term success. With Kent County’s recent renewal of the Chestertown...
by CJ Price | May 16, 2025 | News, Press Release
Chestertown, MD — Main Street Chestertown has once again earned national recognition as an Accredited Main Street America™ program—reaffirming its leadership in preserving and elevating Chestertown’s historic downtown. Accredited status is the highest level of...
