Middleton Tavern

Middleton Tavern

2 Market Space (at Randall St.), Annapolis, MD 21401, United States
Closed until 11:30 AM (Show more)
  • Mon–Sat
    • 11:30 AM–1:30 AM
  • Sun
    • 10:00 AM–1:30 AM
$ $ $ $
Lunch, Dinner, Happy Hour
Beer, Wine, Full Bar, Cocktails
Credit Cards:
Yes (incl. American Express)
Outdoor Seating:

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.


Based on 110 votes

People like this place

  • What you need to know
    🍷Five O'Clock Somewhere
    "Seafood chowder, hot crab dip & oyster shooter were all excellent!"(8 Tips)
    Mandy E.
    "The hot crab dip was delish and not too big!"(4 Tips)
    David C.
    "Ask for Jeremiah when you go... Best Bartender in town..."(3 Tips)
    Naptown .
    "... and regularly hosts live music."(3 Tips)

From Middleton Tavern


Check out our menu online.


Get a free oyster shooter the first time you check in!

Cannot be combined with any other offers.

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  • Recent
  • Popular

45 tips and reviews.

  • Filter by taste:
  • all tips and reviews
  • oyster shooters
  • jeremiah
  • live music
  • happy hour
  • great value
  • house wines
  • mole
  • cozy
  • hot chocolate
  • mussels
  • burgers
  • authentic
  • beer
  • brunch food
  • staff
  • dinner
  • lunch
  • good for special occasions
  • Colette J.

    What isn't good is the smoked salmon. Thick and dry, read curling edges,and served with some kind if corn bread! Sacre bleu!!!

    Colette Jacquet · 3 weeks ago
  • Alyssa C.

    The staff was very friendly and the food was delicious. I had calamari starter and Iceburger. Yum!

    Alyssa Chubbuck · September 17
  • George Z.

    All their food

    George Zinkgraf · June 13
  • Monty

    Enjoying another night of live music.

    Monty · October 30, 2014
  • Ben B.

    The oldest bar in Maryland. Est. 1750.

    Ben B · September 24, 2014
  • Monty

    It's a good place to hear live music on the weekends.

    Monty · August 17, 2014
  • Kevin A.

    Oysters were superb!

    Kevin Arsenault · August 16, 2014
  • Brian G.

    Jeremiah no longer works here. Don't ask for him.

    Brian Gaither · May 18, 2014
  • Liza M.

    Great food and atmosphere!

    Liza Myers · November 18, 2013
  • 🔰 Kit O.

    One of the few places nowadays where 4sq specials still work.

    🔰 Kit Oliynyk · October 6, 2013
  • Kelly S.

    Service sucks.

    Kelly Simon · July 8, 2013
  • Julie G.

    Good, not great, food. Most over priced meal I've paid for. The fruit wasn't even fresh on the french toast. Thrown together presentation. Bar food with NYC price tag.

    Julie Groff · June 9, 2013
  • D2MD

    Be ready to fight for your table! The first come first serve is a joke.

    D2MD · April 27, 2013
  • Paige B.

    Great burgers!

    Paige Butler · April 20, 2013
  • Beeprb B.

    Try the Oyster Shooters - The best Oyster ShootersIn #naptown

    Beeprb Beeper · March 31, 2013
  • Jeffrey S.

    Horrible lunch service. I waited 15 minutes and other than a glass of water, nobody waited on me. I walked out and had lunch at Dock Street Grill where I received excellent service and food.

    Jeffrey Shaffer · March 20, 2013
  • Caroline D.

    Cheryl at the bar is wonderful!

    Caroline Donaghy · December 31, 2012
  • Adeline A.

    Try the Crab Dip

    Adeline A. · December 21, 2012
  • Mandy E.

    The hot crab dip was delish and not too big!

    Mandy Eaton · December 16, 2012
  • Beeprb B.

    Like the sign outside the door right now says~best mussels in town. Anyone that has tried them at other DTA restaurants knows they are by far the best & hv maintained this reputation well over 10 yrs.

    Beeprb Beeper · November 17, 2012
  • Cody A.

    Beautiful little tavern with a colonial vibe. The steamed muscles are killer!

    Cody Andrews · October 13, 2012
  • Joshua P.

    Best place to come, screw Level, this is the place to be

    Joshua Price · June 22, 2012
  • Megan B.

    The Holy Mole hot chocolate is holy moly good!

    Megan Brown · May 7, 2012
  • Su L.

    hh: m-f 4-7pm | 3.50$ pints, house wines & rail drinks / 1/3 off oyster bar

    Su Lee · March 5, 2012
  • Sabrina S.

    The crab dip is delish!

    Sabrina Schneider · January 29, 2012
  • Naptown .

    In the wintertime, the tables downstairs in this historic 1750 Inn all cozily crowd around the crackling fireplace, and there's also a working fireplace upstairs in the piano room. A wintertime oasis!

    Naptown 💪 Larry · January 15, 2012
  • Naptown .

    In the wintertime, the tables downstairs of this historic 1750 Inn all cozily crowd around the crackling fireplace, and there's also a working fireplace upstairs in the piano room. A wintertime oasis!

    Naptown 💪 Larry · January 15, 2012
  • Naptown .

    Try the Oyster Shooters !

    Naptown 💪 Larry · January 7, 2012
  • Naptown .

    This circa 1750 tavern always has a lively crowd, a good beer selection, and regularly hosts live music.

    Naptown 💪 Larry · January 2, 2012
  • Karl B.

    Guy at the door ignored us for ten minutes. He left a bad impression.

    Karl Berger · November 25, 2011
  • Chris C.

    Get an oyster shot.

    Chris Coletta · September 25, 2011
  • Kaitlyn L.

    If you like oyster shooters-- $.99 each one for happy hour until 7.

    Kaitlyn Lord · September 8, 2011
  • 🍷Five O'Clock Somewhere

    Seafood chowder, hot crab dip & oyster shooter were all excellent!

    🍷Five O'Clock Somewhere · August 29, 2011
  • Jim L.

    HORRIBLE food there. I honestly felt swindled out of my money for eating there. I don't mind paying $25-$35 for an entree if it's quality food, but this kitchen made us poorly executed dishes.

    Jim Long · August 22, 2011
  • Bryan Jon Z.

    Heavy Seas Brews on tap!!!!

    Bryan Jon Z · August 21, 2011
  • Sarah C.

    The muscles are AMAZING.

    Sarah Charles · August 20, 2011
  • Michael L.

    Read the plack next to the front door - Beer and Social Revolution!

    Michael Laine · July 3, 2011
  • Barbara R.

    Not done yet !!!

    Barbara Reynolds · March 19, 2011
  • Naptown .

    For Happy Hour drop in and order a half dozen or so of Middleton's famous .95 cent Oyster Shooters. They typically have 2 oysters in each shot and they each come with their own shot of beer for a chas

    Naptown 💪 Larry · February 15, 2011
  • DesertRayne

    When they say "chips" -they mean pringles, not Irish chips.

    DesertRayne · September 6, 2010
  • Mike W.

    dont bother with the stuffed flounder the fish is very bland

    Mike Walk · August 29, 2010
  • David C.

    Ask for Jeremiah when you go... Best Bartender in town...

    David Carter · March 29, 2010
  • David C.

    Best Oyster Shooters anywhere.... Read more

    David Carter · March 29, 2010
  • Mike N.

    Go to the Middleton and order up the oyster shooters. It's what the founding fathers would have done!

    Mike N · March 8, 2010
  • Jeremiah B.

    Go to Middleton's tonight and ask for Jeremiah. Your first drink is on me!

    Jeremiah Batucan · March 4, 2010

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