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The Best Craft Brewery & Taproom in Chestertown, Maryland

1 taproom in this city. Filter by amenities to match the vibe you want tonight. Browse all Maryland taprooms.

Updated Aug 28, 2026

Quick answer

As of 2026, CHESTERTOWN, Maryland features 1 active craft breweries and taprooms. A featured independent listing is Cassinelli Winery & Vineyards, while Cassinelli Winery & Vineyards offers outdoor patio seating.

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Dog FriendlyOutdoor Seating / Fire PitsFood Trucks / Full KitchenFamily / Kid FriendlyLive Music & EventsGamesNA / Designated DriverWiFiSports TVs / Game DayWheelchair Accessible

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Venue types in CHESTERTOWN

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Taproom amenity matrix

Machine-readable table of 1 active taprooms in CHESTERTOWN, Maryland.

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Taprooms in CHESTERTOWN, Maryland with dog-friendly, patio, food-truck, and website columns.
Taproom NameNeighborhoodDog FriendlyPatioFood TrucksWebsite
Cassinelli Winery & VineyardsCHESTERTOWNNoNoNo—

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Taproom FAQs for CHESTERTOWN

What is the best dog-friendly taproom in CHESTERTOWN?

Taprooms Near Me does not currently flag a dedicated dog-friendly taproom in CHESTERTOWN. Check individual brewery pages before you go.

Which breweries in CHESTERTOWN have outdoor patios?

Outdoor patio and fire-pit listings are limited for CHESTERTOWN right now. Open a brewery profile to confirm seating.

Where are food trucks parked near CHESTERTOWN taprooms?

Food-truck rotations are limited in the CHESTERTOWN listings right now. Check individual taproom pages for tonight’s lot.

Are taprooms in CHESTERTOWN kid-friendly?

Few CHESTERTOWN taprooms are explicitly tagged kid-friendly. Confirm family hours with the venue.

How many craft breweries operate in CHESTERTOWN, Maryland?

As of 2026, Taprooms Near Me lists 1 active craft breweries and taprooms in CHESTERTOWN, Maryland.