THE CHESTERTOWN CHAT: NEWS
Growing Toward the Future: Opportunities to Upgrade and Invest in Your Downtown Business
Chestertown’s downtown businesses have new opportunities to invest in their future. From Enterprise Zone tax incentives to Facade Improvement Grants, local business owners and property owners may be able to access funding and support for upgrades, renovations, and long-term growth.
Main Street Chestertown Earns National Accreditation For Excellence in Revitalization
Main Street Chestertown has once again been nationally accredited by Main Street America™ for excellence in downtown revitalization. This top-tier recognition celebrates local leadership, historic preservation, and sustainable community development in Chestertown’s historic district.
Kent County and Main Street Chestertown Awarded Grants to Support America’s 250th Semiquincentennial Planning
FOR IMMEDIATE RELEASE April 30, 2025 Kent County and Main Street Chestertown Awarded Grants to Support America’s 250th Semiquincentennial Planning Kent County, MD: The Kent County Department of Economic and Tourism Development and Main Street…
Main Street Chestertown Unveils Downtown Master Plan to Shape Future Growth and Revitalization
March 4th, 2025 Chestertown 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…
Main Street Welcomes New Executive Director, Sonia “Sonny” Huntzinger
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…
Downtown Master Plan Release
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…
Explore Chestertown’s Outdoor Sculpture Tour
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…
Chestertown Tea Party Celebrates 250 Years of Resilience
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…
Transforming Chestertown: Streetscape Improvements to Enhance Charm and Vibrancy
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…

Chestertown, Maryland was founded in 1706. It was established as a port town and played a significant role in the colonial era, serving as a bustling trade hub along the Chester River. Today, Chestertown retains much of its historic charm and is known for its well-preserved 18th-century architecture and vibrant cultural scene. Thanks for checking us out!
Stay in the know!
Join Main Street Chestertown’s email list
for periodic updates and news about Chestertown.
By clicking the subscribe button you agree to the Privacy Policy and Terms and Conditions.
Phone
(410) 778-2991
Office
Kent County Visitors Center
2nd Floor
122 N. Cross Street
Chestertown, MD 21620
Mailing Address
PO Box 427
Chestertown, MD 21620
Main Street Chestertown would not be possible without the support of our partners:
Site Credit | Copyright © 2023 – 2026 Main Street Chestertown. All Rights Reserved.











