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Admirals Beachside Bar

1. Admirals Beachside Bar

 Rock Hall, Maryland
1
Arby's of Chestertown

2. Arby's of Chestertown

 Chestertown, Maryland
Roast beef sandwiches and more in a quick, convenient manner.
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Bad Alfred's Distillery

3. Bad Alfred's Distillery

 Chestertown, Maryland
3
Bespoke Chocolate

4. Bespoke Chocolate

 Chestertown, Maryland
Your destination in Chestertown, MD, for chocolate and other sweet treats! Enjoy truffles, fudge, fresh roasted nuts, and chocolate delights of all sorts. Plus: Special events, custom chocolate designs, and more.
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Blue Heron Oyster House & Inn

5. Blue Heron Oyster House & Inn

 Rock Hall, Maryland
5
Bluebird Tavern

6. Bluebird Tavern

 Chestertown, Maryland
6
C-Town Deli & Liquor Store

7. C-Town Deli & Liquor Store

 Chestertown, Maryland
Proudly serving Chestertown for over 30 years! Exclusively serving Boar's Head in the deli. Soups and salads are also available.
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Cafe Sado

8. Cafe Sado

 Chestertown, Maryland
Serving sushi and authentic Thai cuisine.
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Casa Carmen Wines

9. Casa Carmen Wines

Serving wine and tapas, our Bodega & Tasting Room in downtown Chestertown, MD, is created in the spirit of the traditional wine bodegas of Spain and South America — an unpretentious place to drink well, eat well, and enjoy good company.
 Chestertown, Maryland
Come and try small-lot craft wines and vermouth accompanied by gourmet cheese and charcuterie boards, Spanish-style tapas, and small plates.
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Chester River Seafood

10. Chester River Seafood

 Rock Hall, Maryland
Specializing in River Crabs! We offer Crabs(live or steamed) - Soft Crabs - Scallops - Assorted Fish - Clams - Oysters - And More.
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Chester River Wine & Cheese Co.

11. Chester River Wine & Cheese Co.

 Chestertown, Maryland
Chester River Wine & Cheese Co. is a retail store specializing in wine, cheese, olives, cured meats, pate, and other gourmet specialty provisions. We also offer wine by the glass, cheese and charcuterie boards for onsite consumption.
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Chester River Yacht & Country Club

12. Chester River Yacht & Country Club

 Chestertown, Maryland
12
China House

13. China House

 Chestertown, Maryland
Authentic Chinese food to eat-in or carry out.
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Clark's Seafood

14. Clark's Seafood

 Chestertown, MD
14
Crow Vineyard, Winery & Inn

15. Crow Vineyard, Winery & Inn

Sip Stay See Savor
 Kennedyville, Maryland
Enjoy a unique farm experience: walk the trails on our 365 acre farm, enjoy views of the vineyard, experience a wine tasting, stay in our Inn...about an hour from Philadelphia, Baltimore, Washington DC, minutes from Chestertown.
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Deep Blue at Kitty Knight

16. Deep Blue at Kitty Knight

 Galena, Maryland
16
Dockside Cafe on Rock Hall Harbor-Open Memorial Day through Labor Day Only

17. Dockside Cafe on Rock Hall Harbor-Open Memorial Day through Labor Day Only

 Rock Hall, Maryland
Situated in a restored fish shack, the Dockside Café offers only the freshest seasonal ingredients to create some very eclectic fare. Herbs, tomatoes and veggies are grown on the premises.
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Domino's Pizza

18. Domino's Pizza

 Chestertown, Maryland
Domino's pizza made and delivered fresh every day!
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Double Tap Tavern

19. Double Tap Tavern

All roads lead to Golts.
 Golts, United States
A great “local” bar! No pretense - just fun people, good food, pool table and music.
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Dunkin' Donuts

20. Dunkin' Donuts

 Chestertown

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Contact
Phone: 410-778-0416
tourism@kentgov.org 

400 High Street, 3rd Floor
Chestertown, MD 21620
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