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.

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2.5560 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 Sonj H.
Sonj H.
12/24/2025

Since the servers were sweet, I will give it a two. The saltiest meal and drinks I have ever had the misfortune of partially consuming. We could not eat our meals. Mushy thin crab. Next day was my...

Photo of Maureen M.
Maureen M.
10/18/2025

The history and location are what brought us to the Middleton Tavern. We ate here about 30 years ago and remember a great time. Not much has changed since that first visit. The crab meat sandwich...

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