Guidebook for Chestertown
Food Scene
Brooks Tavern
860 High StGreat food, less than a mile from the Brampton.
Imperial Hotel
208 High StGood food.
The Kitchen at Rock Hall
5757 N Main StOne of our favorite restaurants. Well worth the 20 min. drive.
Lemon Leaf Cafe
337 High StNice food. JR's is right next door.
Evergrain Bread Company
201 High StBest bread and great cup of coffeee in town.
Play It Again Sam
108 S Cross StGreat coffee and gossip central.
Casual place for a quick bit. It's not gourmet food but it is decent.
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Uncle Charlie's Bistro
834 High StCasual place for a quick bit. It's not gourmet food but it is decent.
Only waterfront restaurant in town. The food is alright.
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Fish Whistle
100 George StreetOnly waterfront restaurant in town. The food is alright.
Sightseeing
Geddes Piper House a gorgeous colonial museum.
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Historical Society of Kent County
301 High StGeddes Piper House a gorgeous colonial museum.
Lovely wildlife refuge on the Chesapeake Bay.
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Eastern Neck National Wildlife Refuge
1730 Eastern Neck Island RdLovely wildlife refuge on the Chesapeake Bay.
Adkins Arboretum
12610 Eveland RdOne of our favorite places to walk.
Washington College
300 Washington AveCustoms House
Sultana Education Foundation
200 S Cross StHome of the Sultana!
Arts & Culture
Life Theater in Chestertown
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Garfield Center for the Arts at the Prince Theatre
210 High StLife Theater in Chestertown
Mainstay
5753 N Main StFabulous small venue that offers weekly entertainment.
Shopping
Treasures Re-Found
315 Cannon StreetAwesome antique and treasure store.
Empty Hangers
110 S Cross StSecond hand colthing store. Very nice!
Village House
103 S Cross StFabulous interior decorator store.
Twigs & Teacups
111 S Cross StBest gift store in town.
Everything Else
Hidden Treasures
711 Washington AveLots of interesting things!
Founded in 1782 it is the 10th oldest college in the US and only one that George Washington gave his name to and money!
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Washington College
300 Washington AveFounded in 1782 it is the 10th oldest college in the US and only one that George Washington gave his name to and money!
Book Plate
112 S Cross StFantastic used book store.
Drinks & Nightlife
Blue Bird Tavern
512 Washington AveLots o local flavor. Interested in playing pool?? This is it.