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  • Twigs and Teacups

    Twigs and Teacups is a unique gift shop located in the heart of historic downtown Chestertown since 1992.

    Contact: Paul Heckles
    701 Washington Avenue - Chestertown, MD 21620
    (p) 410-778-5698, (f) 410-778-8195, Email

  • Tractor Supply, Inc.

    75-year chain store offering farm, ranch and yard supplies

    Contact: Dave Shifflett
    711 Washington Avenue, Suite 1B - ,
    (p) , (f) , Email

  • Sherwin Williams

    Contact: Greg Krafchik
    5 Washington Square - Chestertown, MD 21620
    (p) 410-778-2500, (f) 410-778-9679, Email

  • She She on High

    Contact: Christine Tilghman
    321 High Street - Chestertown, MD 21620
    (p) 410-778-9000, 410-708-8625, (f) , Email

  • Pip’s Liquors

    Contact: Rob Connell
    #2 Washington Square, Washington Avenue - Chestertown, MD 21620
    (p) 410-778-0123, (f) 410-778-5517, Email

  • Molly’s Place, LLC

    Contact: Lori Loller
    12503 Augustine Herman Highway - Kennedyville, MD 21645
    (p) 410-348-9160, (f) 410-348-9162, Email

  • Lewes Market

    Proudly serving Chestertown and Kent County since 1998, Lewes Market carries a full line of Wines, Beers, & Spirits (domestic and international). We also offer an ATM, Lotto, cigarettes and cigars. We are located at 840 High Street in Chestertown. Looking for something special? Just give us a call at 410-778-1356.

    Contact: Hassan Mahmood & Mahmood Mirza
    840 High Street - Chestertown, MD 21620
    (p) 410-778-1356, (f) , Email

  • JJ’s Deli and Liquors

    JJ’s Deli and Liquors is a locally owned and operated Deli and Liquor store featuring fresh and local seafood, as well as homemade desserts, sides, subs, sandwiches, paninis and salads. Frequently offering fun and free events such as wine and beer tastings, the liquor store not only offers a great selection of beer, wine and spirits, but also a Growler Station with rotating local craft beers. We are always open to suggestions and requests. Don’t See It? Just Ask!

    Contact: John Thompson
    511 Washington Avenue - Chestertown, MD 21620
    (p) 443-282-0091, (f) , Email

  • JBK Hardware, Inc.

    Contact: John Price
    18 Washington Square - Chestertown, MD 21620
    (p) 410-778-9600, (f) 410-778-9410, Email

  • Houston’s Dockside Emporium

    Contact: Kirsten Houston Forney Michelle Timmons
    315 High Street, Suite 101 - Chestertown, MD 21620
    (p) 410-778-9079, (f) 410-778-3965,, Email

  • Hook Line N Sinker Tackle N Gift Shop

    We sell fishing rods, lines and bait – All your needs for great fishing! We also have a fine line of nautical gifts, local homemade items and much more in our ladies gift shop. Something for everyone!

    Contact: Peggy Edwards
    5707 Caroline Avenue, (Mailing Address: P.O. Box 65, Worton, MD 21678) - Rock Hall, MD 21620
    (p) 410-778-2561, 410-708-0149, (f) 410-778-6989, Email

  • Furniture Silo

    Contact: Bill Beals
    6510 Church Hill Road - Chestertown, MD 21620
    (p) 410-778-0488, (f) 410-778-0948, Email

  • Frank B. Rhodes Furniture Maker

    Serving the Eastern Shore since 1983, Frank B. Rhodes has been providing restoration and conservation of traditional American furniture, as well as building notable reproduction pieces and custom furniture. He also offers superior upholstery services using his beautiful selection of fine fabrics.

    Contact: Frank B. Rhodes
    535 Morgnec Road - Chestertown, MD 21620
    (p) 410-778-3993, (f) 410-778-4846, Email

  • Finishing Touch, The

    Contact: Bob Ramsey
    311 High Street, P. O. Box 402 - Chestertown, MD 21620
    (p) 410-778-5292, (f) 410-778-5293, Email

  • Eastern Interiors

    Eastern Interiors creates and installs custom window treatments to suit your own personal style. Choose from our wide selection of drapery hardware, shutters and blinds. A professional interior designer is on site two days a week and available by appointment to help you make sense of our wide variety of styles and products – drapery hardware, shutters and blinds. Call today or stop by our new location in downtown Chestertown.

    Contact: Bill Short
    329 High Street - Chestertown, MD 21620
    (p) 443-282-0215, 410-708-5811, (f) , Email

  • Chestertown Natural Foods

    Contact: Trish Young Gruber
    303 Cannon Street, P.O. Box 560 - Chestertown, MD 21620
    (p) 410-778-1677, (f) 410-778-6537, Email

  • Chesapeake Family Flooring, LLC

    Contact: Bob Schauber
    7306 Church Hill Road - Chestertown, MD 21620
    (p) 410-778-3181, 443-480-9206, (f) 410-778-6999, Email

  • Anthony’s Flowers & Landscaping, Inc.

    Contact: Betsy Herr
    7200 Church Hill Road - Chestertown, MD 21620
    (p) 410-778-2525, (f) 410-778-6983, Email

  • Advance Auto Parts

    Advance Auto Parts, Inc., the largest automotive aftermarket parts provider in North America, serves both the professional installer and do-it-yourself customers. Advance operates over 5,200 stores, over 100 Worldpac branches and serves approximately 1,300 independently owned Carquest branded stores in the United States, Puerto Rico, the U.S. Virgin Islands and Canada. Advance employs approximately 74,000 Team Members. Advance Auto Parts works hard to create an environment of honesty, integrity, mutual trust and dedication. Since our founding by Arthur Taubman in 1932, these values haven’t changed.

    Contact: Vanessa Guerrero
    905 Washington Avenue - Chestertown, MD 21620
    (p) 443-282-1058, 407-461-5710, (f) , Email

  • Acme Markets

    We are in the supermarket business and have been a this location for 50 years.

    Contact: Jonathan Cruz
    711 Washington Avenue - Chestertown, MD 21620
    (p) 410-778-5641, (f) , Email

  • 7-Eleven

    Our doors are always open 24 hours a day, 7 days a week. Our friendly store team is ready to serve you. Come in to our store and you’ll find a broad selection of fresh, high-quality products at an everyday fair price, along with speedy transactions in a clean and friendly shopping environment.

    Contact: Brenda Allen
    212 Maple Avenue - Chestertown, MD 21620
    (p) 410-778-0630, (f) , Email

  • Sparkle Pools, Inc.

    Sparkle Pools established in 1988 by Raymond H. Glaeser, Jr. & incorporated in 1994, serves MD and DE,offering installation and maintenance of high-quality swimming pools, Marquis Spas as well as chemicals, supplies & toys. Now with locations in Dover, Smyrna, Denton, Easton & Chestertown.

    Contact: Raymond H. Glaeser
    6305 Church Hill Road - Chestertownq, MD 21620
    (p) 410-810-2999, (f) 410-778-2873, Email