Chestertown | OpenTable

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Best American Restaurants in Chestertown

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Treat your taste buds: Explore Chestertown restaurants

Chestertown Restaurants

1. Jane & Cathys

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$$$$
American
Chestertown

Coming Soon!

3. Deer Crossing Cafe

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American
Chestertown

Coming Soon!

4. Friends Lake Inn

4.5

Awesome(189)

$$$$
Contemporary American
Chestertown

The lobster bisque and turkey and rabbit stew were so delicious! Our meal wasn't rushed-the roses, lit fire, and candles added to the ambiance. Our servers were friendly and profession. It was a perfect evening.

A photo of Joseph Anthony's Restaurant restaurant

5. Joseph Anthony's Restaurant

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$$$$
American
Chestertown

Coming Soon!

6. O P Frederick'S

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$$$$
Café
Chestertown

O P Frederik�s in Chestertown presents fine dining and local craft brews in a relaxed atmosphere with daily specials. Soups and starters at O P Frederik�s are classic affairs like fried cheese and boneless wings and hand crafted hamburgers are also available. Local favorites like the duck burrito...