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  • Home
  • About
    • About Chestertown
    • Chestertown News
  • Visit
    • Plan Your Visit
    • Events
    • Chestertown Cash
    • Visitor’s Guide
    • Interactive Map
  • Businesses
  • Main Street
    • About Main Street Chestertown
    • Downtown Master Plan
    • Annual Report
    • Building Interior Improvement Grant
    • Facade Improvement Grant Program
    • Donate
  • Contact
Donate

EXPLORE CHESTERTOWN'S

Services

Law Firm stock Photo with Books Open on desk

Cookerly & Barroll

Legal, Services

Cross Street Realtors

Real Estate, Services

Auction Gavel on Wooden Background

Dixon’s Auction at Crumpton

Services, Shopping

Office of Doug Ashley Realtors in downtown Chestertown

Doug Ashley Realtors

Real Estate, Services

Law Firm stock Photo with Books Open on desk

Duke Law

Legal, Services

Front of the Hogans Building in Chestertown

Hogan’s Agency

Real Estate, Services

Exterior Front of the Kent County News building

Kent County News

Services

Placeholder Image: Main Street Chestertown Logo on a medium grey background

MacLeod Law Group

Legal, Services

Mimi’s Closet

Services, Shopping

Stock Image of a Catered Salad on a Table

Occasions Catering

Services

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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!

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Email

office@mainstreetchestertown.org

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Phone

(410) 778-2991

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Office

Kent County Visitors Center
2nd Floor
122 N. Cross Street
Chestertown, MD 21620

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Mailing Address

PO Box 427
Chestertown, MD 21620

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