Events/Music
Piano Bar Every Friday and Saturday night!
Friday March 20th
Every Friday
Piano Bar Every Friday and Saturday night! 9pm
09:00 PM - 01:00 AM
2026-03-20 21:00:002026-03-20 01:00:00America/New_YorkPiano Bar Every Friday and Saturday night!Piano Bar Every Friday and Saturday night! 9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Mike Mchenry
Friday March 20th
Mike Mchenry Trio March 20
10:00 PM - 01:30 AM
2026-03-20 22:00:002026-03-20 01:30:00America/New_YorkMike MchenryMike Mchenry Trio March 20Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Local Souls March 21
Saturday March 21st
Local Souls
10:00 PM - 01:30 AM
2026-03-21 22:00:002026-03-21 01:30:00America/New_YorkLocal Souls March 21Local SoulsMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia On Mondays
Monday March 23rd
Every Monday
Trivia - Prizes -Happy Hour!
07:00 PM - 08:30 PM
2026-03-23 19:00:002026-03-23 20:30:00America/New_YorkTrivia On MondaysTrivia - Prizes -Happy Hour!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Singer Songwriter Night Tuesday March 24
Tuesday March 24th
Every Tuesday
Every Tuesday 6-9
06:00 PM - 09:00 PM
2026-03-24 18:00:002026-03-24 21:00:00America/New_YorkSinger Songwriter Night Tuesday March 24Every Tuesday 6-9Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Burger & Crabcake Special All Day
Wednesday March 25th
Every Wednesday
Burger and a Pint $14.00 Crabcake and a Pint $25.00
11:30 AM - 08:30 PM
2026-03-25 11:30:002026-03-25 20:30:00America/New_YorkBurger & Crabcake Special All DayBurger and a Pint $14.00 Crabcake and a Pint $25.00Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Pj & Neal March 25
Wednesday March 25th
06:00 PM - 09:00 PM
2026-03-25 18:00:002026-03-25 21:00:00America/New_YorkPj & Neal March 25Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Lobster Night
Thursday March 26th
Thursdays every week
Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
2026-03-26 17:00:002026-03-26 23:30:00America/New_YorkLobster Night Lobster night Every Thursday Night $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Starting March 19th
Thursday March 26th
Every Thursday
Donald on the piano in the Downstairs Lounge every Thursday 6-9pm
06:00 PM - 09:00 PM
2026-03-26 18:00:002026-03-26 21:00:00America/New_YorkStarting March 19thDonald on the piano in the Downstairs Lounge every Thursday 6-9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Moon Cherry March 27
Friday March 27th
10:00 PM - 01:30 AM
2026-03-27 22:00:002026-03-27 01:30:00America/New_YorkMoon Cherry March 27Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
3 of a Kind March 28
Saturday March 28th
10:00 PM - 01:30 AM
2026-03-28 22:00:002026-03-28 01:30:00America/New_York3 of a Kind March 28Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Racetrax & Keno
Wednesday April 1st
Wednesdays every 20 weeks
Horse racing was a popular sport in Colonial Annapolis. No one enjoyed it more than George Washington, a frequenter of Middleton Tavern. Place your bets today in the Oyster Bar with RaceTrax, from the Maryland Lottery.
11:30 AM - 11:30 PM
2026-04-01 11:30:002026-04-01 23:30:00America/New_YorkRacetrax & KenoHorse racing was a popular sport in Colonial Annapolis. No one enjoyed it more than George Washington, a frequenter of Middleton Tavern. Place your bets today in the Oyster Bar with RaceTrax, from the Maryland Lottery. Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Easter
Sunday April 5th
Come celebrate Easter with us!
11:00 AM - 11:00 PM
2026-04-05 11:00:002026-04-05 23:00:00America/New_YorkEasterCome celebrate Easter with us!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Cinco De Mayo
Tuesday May 5th
Grab your best fiesta hat and join us for Cinco de Mayo!
11:00 AM - 11:00 PM
2026-05-05 11:00:002026-05-05 23:00:00America/New_YorkCinco De MayoGrab your best fiesta hat and join us for Cinco de Mayo!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Mother's Day
Sunday May 10th
Join us on Mother's Day and treat your mom to a delicious meal!
11:00 AM - 11:00 PM
2026-05-10 11:00:002026-05-10 23:00:00America/New_YorkMother's DayJoin us on Mother's Day and treat your mom to a delicious meal!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Memorial Day
Monday May 25th
Come celebrate the long weekend with us!
11:00 AM - 11:00 PM
2026-05-25 11:00:002026-05-25 23:00:00America/New_YorkMemorial DayCome celebrate the long weekend with us!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
National Bourbon Day
Sunday June 14th
Join us on National Bourbon Day! June 14th - Sit back, relax and sip on your favorite bourbon!
11:00 AM - 11:00 PM
2026-06-14 11:00:002026-06-14 23:00:00America/New_YorkNational Bourbon DayJoin us on National Bourbon Day! June 14th - Sit back, relax and sip on your favorite bourbon!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
National Martini Day
Friday June 19th
In case you needed an excuse, join us for National Martini Day June 19th!
11:00 AM - 02:00 AM
2026-06-19 11:00:002026-06-19 02:00:00America/New_YorkNational Martini DayIn case you needed an excuse, join us for National Martini Day June 19th!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com