Main Street is currently seeking a new full-time Executive Director to begin immediately. For more information and to apply, click the button below
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...
The Spring 2024 application period will open March 1, 2024. The due date for applications will be March 31, 2024. For more information or an application, please contact the Main Street office. ABOUT THE PROGRAM Main Street Historic Chestertown (MSHC), with...
Chestertown, Maryland, is preparing for an exciting transformation as streetscape improvements are set to enhance the town's charm and vibrancy. With a focus on revitalizing key areas, these improvements aim to create a more inviting and appealing atmosphere for...
In May, Chestertown, Maryland offers a range of activities and experiences to enjoy. Here are five things you can do: Attend the Chestertown Tea Party Festival: Join in the town's iconic annual event that commemorates the historic Tea Party incident. Enjoy...