Sultana on the Chester RiverChestertown Tea Party FestivalChestertown HP FestivalChestertown Farmers MarketGeese Taking OffBayside Hoyas / KCPS StudentsWashington CollegewatersportsNational Music FestivalChester River

Tuesday, November 5, 2019. Click for more info.

Proud to be a Main Street Maryland community! Find out more.

Visit Open for Business in Chestertown

Take the Reconnect for Life Survey. Click on MRDC DY to begin.

Recent Posts

Chestertown Seeking Police Chief

NOTICE OF EMPLOYMENT The Town of Chestertown, Maryland will accept applications until October 4, 2019 for the position of Police Chief.  Chestertown is an Eastern Shore waterfront, college town with a population of approximately 5000 people and an authorized police force of 13 officers. Qualifications desired include a law enforcement background with an emphasis on community policing, command and administration.  A bachelors degree in criminology/law enforcement is preferred, but experience at the proper level of command and administration will be considered.   Salary will be commensurate with education and experience, with a minimum starting salary of $65,312. Applications and resumes will be received at the Town Hall, 118 N. Cross Street, Chestertown, MD 21620 or reply by email to  The Town of Chestertown is an equal opportunity employer.


Utilities Commission – Mayor and Council Meeting – September 3, 2019

The Utilities Commission and Mayor and Council meeting scheduled for Monday, September 2, 2019 will be held on Tuesday, September 3, 2019 at 7:30 p.m. in Town Hall due to the Labor Day Holiday.