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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

Exterior of Select Land and Homes in Chestertown, Maryland

Select Land and Homes

Real Estate, Services

stock image of cleaning supplies on a wood countertop

Shine Pro Cleaning

Services

Silver Linings Jewelry Image

Silver Linings

Shopping

Exterior of Sotheby's Chestertown Office

Sotheby’s

Real Estate, Services

Exterior of The Bank

The Bank

Services

Upclose of a black cat sitting on a shelf surrounded by books at The Bookplate in Chestertown, Maryland

The Bookplate

Shopping

Interior Display inside The Finishing Touch

The Finishing Touch

Services, Shopping

The Listening Room

Shopping

Tiny Tots Boutique

Kid Friendly, Shopping

Twigs & Teacups

Kid Friendly, 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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