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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

Provisions

Up close image of new releases & restocks Vinyl at bart's records in Chestertown, Maryland

Bart’s Records

Shopping

Bee Crafty Collectibles Storefront

Bee Crafty Antiques & Collectibles

Kid Friendly, Shopping

Bespoke Chocolate in Chestertown, Maryland

Bespoke Chocolate

Kid Friendly, Shopping

Bloomin' WIld in Chestertown, Maryland

Bloomin’ Wild

Services, Shopping

Stock Image of Jeweler Hands inspecting a diamond bracelet

Boyer’s Jewelers

Shopping

Chester River Wine and Cheese Plate

Chester River Wine & Cheese

Services, Shopping

Chestertown Electric Sign Out Front of Store

Chestertown Electric

Shopping

Fresh Produce up close

Chestertown Natural Foods

Provisions, Shopping

Stuffed Pet Toys at Coco's Pet Center On Display

Coco’s Pet Center

Kid Friendly, Services, Shopping

Stock image of a table with a vase and greenery

Common Thread Interiors

Services, Shopping

« Older Entries
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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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