Events/Music
Lobster Night
Thursday November 20th
Thursdays every week
Starting Aug 14th Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
2025-11-20 17:00:002025-11-20 23:30:00America/New_YorkLobster NightStarting Aug 14th Lobster night Every Thursday Night $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
WE MISS YOU MIKE CONROY
Friday November 21st
Every Friday
04:00 PM - 06:00 PM
2025-11-21 16:00:002025-11-21 18:00:00America/New_YorkWE MISS YOU MIKE CONROYMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Shatners
Friday November 21st
10:00 PM - 01:30 AM
2025-11-21 22:00:002025-11-21 01:30:00America/New_YorkShatnersMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Pretty Big Deal
Saturday November 22nd
10:00 PM - 01:30 AM
2025-11-22 22:00:002025-11-22 01:30:00America/New_YorkPretty Big DealMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia Monday
Monday November 24th
Every Monday
07:00 PM - 08:30 PM
2025-11-24 19:00:002025-11-24 20:30:00America/New_YorkTrivia MondayMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
November Entertainment!
Wednesday November 26th
Every Wednesday
04:00 PM - 06:00 PM
2025-11-26 16:00:002025-11-26 18:00:00America/New_YorkNovember Entertainment!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Dranksgiving Nov 26th
Wednesday November 26th
06:00 PM - 09:00 PM
2025-11-26 18:00:002025-11-26 21:00:00America/New_YorkDranksgiving Nov 26thMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Dranksgiving upstairs on the Piano with Donald Wolcott
Wednesday November 26th
08:00 PM - 12:00 AM
2025-11-26 20:00:002025-11-26 00:00:00America/New_YorkDranksgiving upstairs on the Piano with Donald WolcottMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Night Before Thanksgiving Piano Bar
Wednesday November 26th
Runs until Thursday, November 27th, 2025
Piano bar upstairs 8-12
08:00 PM - 12:00 AM
2025-11-26 20:00:002025-11-26 00:00:00America/New_YorkNight Before Thanksgiving Piano BarPiano bar upstairs 8-12Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Thanksgiving
Thursday November 27th
Bring your friends and family by on Thanksgiving Day for a celebratory feast!
01:00 PM - 10:00 PM
2025-11-27 13:00:002025-11-27 22:00:00America/New_YorkThanksgivingBring your friends and family by on Thanksgiving Day for a celebratory feast!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trio sonic
Friday November 28th
10:00 PM - 01:30 AM
2025-11-28 22:00:002025-11-28 01:30:00America/New_YorkTrio sonicMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Christmas
Thursday December 25th
Happy Holidays to all of our fans! Join us with family and friends!
11:00 AM - 12:00 AM
2025-12-25 11:00:002025-12-25 00:00:00America/New_YorkChristmasHappy Holidays to all of our fans! Join us with family and friends!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
New Year's Eve
Wednesday December 31st
Celebrate the New Year with us and join us on New Year's Eve!
11:00 AM - 11:00 PM
2025-12-31 11:00:002025-12-31 23:00:00America/New_YorkNew Year's EveCelebrate the New Year with us and join us on New Year's Eve!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Valentine's Day
Saturday February 14th
Join us on Valentine's Day for the perfect romantic evening!
11:00 AM - 02:00 AM
2026-02-14 11:00:002026-02-14 02:00:00America/New_YorkValentine's DayJoin us on Valentine's Day for the perfect romantic evening!Middleton 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