Shops

Chester River Wine & Cheese Co.
Address: 117 South Cross Street
Chestertown, Maryland 21620

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Chester River Wine & Cheese Co. is a specialty food market offering international and domestic wine, cut-to-order cheese, onsite wine by the glass, and cheese board service.
443-282-0220
Days Open: All
Hours: Tues-Sat 10am-7pm; Sun & Mon 10am-4pm
DCA Member
Houston’s Dockside Emporium
Address: 315 High Street Suite 101
Chestertown MD 21620
The place to shop on the Eastern Shore for CLASSIC APPAREL FOR WOMEN AND MEN
@houstonsdocksideemporium
410-778-9079
DCA Member
Mimi’s Closet
Address: 307 High Street
Chestertown MD 21620
Mimi’s is the boutique with lots of variety. Our staff can help you put a look together for any occasion or you can browse through our great selection of casual or dressy choices. Stop in and say hello. . . We think you’ll enjoy the “Mimi’s Difference”!
443-282-0225
Days Open: All
Hours: Mon – Sat 10 am – 5 pm, Sun 11 am – 4 pm
DCA Member
Music Life
Address: 241 High Street
Chestertown
Instrument lessons, sales and repair. Students of all ages and any skill level can discover the delight of music and experience the joy of sharing it with others
410-778-7010
Days Open: Mon, Tues, Wed, Thurs, Fri, Sat
Hours: Mon 3-6, Tues-Thurs 10:30-6:30, Fri 10:30-7, Sat 9:30-5
DCA Member
Riverside Unique
Address: 227 High Street
Chestertown, MD 21620
Unique handmade gifts made from local Maryland Artisans.
410-778-2073
Business Fax: 410-778-2074
Days Open: Mon, Tues, Wed, Thurs, Fri, Sat
Hours: Mon- Fri: 10am – 5pm. Sat 10 am – 3pm
DCA Member
The Bookplate
Address: 112 S. Cross Street
Chestertown
The Bookplate is an independent bookstore in the heart of downtown Chestertown, MD. We specialize in first editions, regional history, and fiction, but our collection has gradually expanded to include art books, field guides, essays, comics, and beyond. Plus custom, hand painted pottery imported from Portugal and Spain.
410-778-4167
Days Open: All
Hours: M – S -10:00 – 5:00, Sun. – 11:00 – 3:00
DCA Member
Address: 111 S. Cross Street
Chestertown

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410-778-1708
Days Open: All
Hours: Mon-Sat: 10-5, Sunday: 12-4
DCA Member
Walnut & Wool
Address: 321 High Street
Chestertown, MD 21620
Clothing.  Furniture.  Home Decor

Plus… Gus and Tallulah!

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(410) 778-9000
Days Open: Sun, Mon, Tues, Thurs, Fri, Sat
Hours: Sunday, noon – 4 pm, Monday & Tuesday, Noon – 3 pm, Thursday, Friday, Saturday 10 am – 5 pm,
DCA Member