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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2.5

(561)

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 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 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...

Joseph L.
1/9/2026

That Donnie is something else. What a gem they have there. We drank ice water for an hour without ordering any food, and he offered to change my son's diaper and help my mom to the ladies room....

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