Your Community Insurance Agency

Serving the Eastern Shore for More Than 70 Years

No matter how careful you are, accidents happen. Ensure that you're always prepared for the worst with insurance coverage from Fleetwood Insurance Group. Our friendly agents are dedicated to helping you choose insurance plans that are right for you. From auto and homeowners insurance policies to specialized business insurance, to boat and marina coverage our insurance agency provides you with thorough coverage at rates that you can afford.

Stop by our offices today (or visit us online), now in two convenient locations serving Chestertown and Easton, for a free insurance consultation and learn just how much we can save you.

The Fleetwood Insurance Group:

  • Are not insured by the FDIC
  • Are not deposits or other obligations of the institution
  • Are not guaranteed by the institution
  • Are subject to investment risks
  • May include possible loss of the principal invested

Click here for information on the new round of PPP Loans.


Our lobbies are currently closed for appointments due to rising COVID-19 cases in our area. Our drive-thrus remain open normal hours. Easton's lobby is closed, as their drive-up tube is now fully operational.

For The Peoples Bank's branch openings, hours and protocol during COVID-19, please click here.