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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

Shopping

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

MacLeod Law Group

Legal, Services

Mimi’s Closet

Services, Shopping

Interior of Music Life

Music Life

Kid Friendly, Shopping

Exterior of Nearly New

Nearly New

Shopping

Stock Image of a Catered Salad on a Table

Occasions Catering

Services

Interior of a float room at Park Row Floats

Park Row Floats

Services

Law Firm stock Photo with Books Open on desk

Rasin, Wootton & Hurd

Legal, Services

Store at RiverArts in Chestertown Maryland

RiverArts

Art + Galleries, Kid Friendly, Services

Riverside Unique

Shopping

Robert Ortiz Studios

Art + Galleries, Shopping

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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

Main Street Chestertown would not be possible without the support of our partners:

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National historic Trust
Historic Chestertown Logo in White
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