Middleton Tavern

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2 Market Space
Annapolis, MD 21401
Welcome to Middleton Tavern Annapolis, Maryland serves up a slice of history along with regional seafood like Maryland crab cakes, rockfish, oysters, and clams. The Tavern is one of the oldest continuously operating taverns in America.

Reviews

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2.5557 reviews
Photo of KB L.
KB L.
8/8/2025

"Tired" Drinking Establishment with Good Oysters Apart from the tavern's 275-year history in Annapolis, Middleton's main distinction is that it remains a tired bar for weekend tourists. The...

Photo of Juliamarie S.
Juliamarie S.
6/26/2025

This was the first little local spot by the water I went to being in Annapolis . Let's get into it . ( as a Oakland girly that loves seafood ) Sooo parking is hit or miss it's right by the...

Photo of Ray F.
Ray F.
5/8/2025

Stopped in one afternoon while in town with friends for a break from the days heat, a little lunch and a cold libation. We were seated inside by the hostess walking in. An old landmatk...

Photo of Marissa H.
Marissa H.
6/20/2025

Recently dined at Middleton Tavern with a friend. The restaurant was pretty empty because we went for lunch in the middle of the week and it still look quite some time for a hostess to seat us....

Photo of Melissa R.
Melissa R.
9/1/2025

We were just at this location waiting to be seated. The waitress that was sitting patrons outside (she was short with black hair in a ponytail) was extremely rude, to the patrons already seated...

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