March 4th, 2025Chestertown MD Main Street Chestertown is proud to announce the public release of its highly anticipated Downtown Master Plan Phase 1, a comprehensive vision designed to guide the future growth,...
November 4, 2024 - Chestertown, MD — Main Street Chestertown is thrilled to announce the appointment of Sonia "Sonny" Huntzinger as its new Executive Director. With over two decades of experience in economic development, tourism marketing, and nonprofit leadership,...
In case you were wondering why there is a Canadian flag flying in front of the Chestertown Maryland Town Hall.....here’s how it came to be. Since 1987 Chestertown, Maryland has been the Companion City of the municipality of the district of Chester, a waterfront...
Press Release March 25, 2024 Main Street Chestertown and local partners are embarking on a Downtown Master Plan with Design Collective, Inc., a Baltimore-based consulting firm, to envision the future of Chestertown’s Historic District. Working in concert with the...
Public art is set to transform Chestertown, with sculptures soon to grace every corner of our historic town. Anchored by the extraordinary Woicke Collection of 24 contemporary sculptures, generously donated to the community, Chestertown's public art initiative...
Emmanuel Episcopal Church stands as a timeless testament to faith, community, and history. Established in 1692, just years after the founding of the town itself, Emmanuel Church has been a cornerstone of the Chestertown community for over three centuries, witnessing...
In May 1774, a group of courageous patriots in Chestertown, Maryland, took a stand against British tyranny and sparked a movement that would change the course of history. This year marks the 250th anniversary of the Chestertown Tea Party, a pivotal event in the...
Nestled in the heart of historic Chestertown, Maryland, the Chestertown Farmers Market is a vibrant gathering place where locals and visitors alike can experience the best of the Eastern Shore's agricultural bounty. From fresh produce and locally sourced meats to...
A Guide to Getting Married in Maryland's Historic Gem Nestled along the banks of the Chester River, Chestertown, Maryland, exudes historic charm and timeless beauty, making it the perfect setting for a romantic wedding. From its quaint streets lined with colonial-era...
First Friday in Chestertown is a monthly event that celebrates the town's vibrant arts and culture. Held the first Friday of each month, First Friday is an evening of music, art, food, and fun in downtown Chestertown. Local businesses and organizations partner with...