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

Effective Monday, May 17th, we will reopen all lobbies with the exception of the Main Office and Millington Branch. The Millington Branch will remain drive-thru only until May 23. Our Main Office will remain by appointment only, in order to mitigate any potential risk of a disruption to operations. All customers and vendors will be required to be masked while in the building. However, we will require customers to lower their mask momentarily prior to entering the building for security purposes. Read more on reopening plans here.


Click here for information on PPP Loans.