Guidebook for Chestertown
Food Scene
Evergrain Bread Company
201 High StAddictive baguettes and pastries!
Simply good country cooking and perfect family restaurant.
Try the Lemon Tarts they are the best!
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Lemon Leaf Cafe
337 High StSimply good country cooking and perfect family restaurant.
Try the Lemon Tarts they are the best!
Cafe Sado
205 Tackle CirSushi and more.
Fish Whistle
100 George StreetGreat for a drink and appetizer on the deck overlooking the river.
Luisa's Cucina Italiana
849 Washington AveGood choice if you are craving Italian food.
The Kitchen at the Imperial
208 High StWhite table cloths and upscale dining.
Best gathering place for locals and college students. Great sandwiches and coffee etc. A great place to sit and enjoy our small town.
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Play It Again Sam
108 S Cross StBest gathering place for locals and college students. Great sandwiches and coffee etc. A great place to sit and enjoy our small town.
Shopping
Pip's Liquors
1 Washington Squareliquor store
Chester River Wine & Cheese Co.
117 S Cross StWine and Cheese and more.
Arts & Culture
Fountain Park is the heart of the town where one will find the fabulous farmers market on Saturdays and many concerts and special events most weekends.
Fountain Park
Fountain Park is the heart of the town where one will find the fabulous farmers market on Saturdays and many concerts and special events most weekends.
Entertainment & Activities
Check out the Schooner Sultana a replica of the 1768 schooner built in Chestertown between 1997-2001. The construction of the Sultana established the framework for what would become a broader effort by the Sultana Education Foundation to provide opportunities for students of all ages to experience the Chesapeake Bay.
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Sultana Education Foundation
200 S Cross StCheck out the Schooner Sultana a replica of the 1768 schooner built in Chestertown between 1997-2001. The construction of the Sultana established the framework for what would become a broader effort by the Sultana Education Foundation to provide opportunities for students of all ages to experience the Chesapeake Bay.
Drinks & Nightlife
Local bar with good cheap eats and welcoming bartenders. A great place to hang with the locals and play pool or the juke box. This place is the same as it was 40 years ago. Try the burgers or the crab cakes.
Blue Bird Tavern
512 Washington AveLocal bar with good cheap eats and welcoming bartenders. A great place to hang with the locals and play pool or the juke box. This place is the same as it was 40 years ago. Try the burgers or the crab cakes.
Essentials
ACME Markets
711 Washington AveRedner's Markets
2500 S Dupont Hwy