Events/Music

Lobster Night event photo

Lobster Night

Thursday October 9th

Thursdays every week

Starting Aug 14th  Lobster night Every Thursday Night  $21.95

05:00 PM - 11:30 PM

2025-10-09 17:00:002025-10-09 23:30:00America/New_YorkLobster NightStarting Aug 14th  Lobster night Every Thursday Night  $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
WE MISS YOU MIKE CONROY event photo

WE MISS YOU MIKE CONROY

Friday October 10th

Every Friday

04:00 PM - 06:00 PM

2025-10-10 16:00:002025-10-10 18:00:00America/New_YorkWE MISS YOU MIKE CONROYMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Donald Wolcott Every Friday & Saturday!!! event photo

Donald Wolcott Every Friday & Saturday!!!

Saturday October 11th

Every Saturday

Every Friday and Saturday  Upstairs in the Piano Bar!!! 

09:00 PM - 01:00 AM

2025-10-11 21:00:002025-10-11 01:00:00America/New_YorkDonald Wolcott Every Friday & Saturday!!!Every Friday and Saturday  Upstairs in the Piano Bar!!! Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia Monday event photo

Trivia Monday

Monday October 13th

Every Monday

07:00 PM - 08:30 PM

2025-10-13 19:00:002025-10-13 20:30:00America/New_YorkTrivia MondayMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
National Dessert Day event photo

National Dessert Day

Tuesday October 14th

Indulge in dinner and a dessert on National Dessert Day!

11:00 AM - 11:00 PM

2025-10-14 11:00:002025-10-14 23:00:00America/New_YorkNational Dessert DayIndulge in dinner and a dessert on National Dessert Day!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Halloween event photo

Halloween

Friday October 31st

Bring your best costume and join us on Halloween!

11:00 AM - 02:00 AM

2025-10-31 11:00:002025-10-31 02:00:00America/New_YorkHalloweenBring your best costume and join us on Halloween!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Racetrax & Keno event photo

Racetrax & Keno

Wednesday November 12th

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

2025-11-12 11:30:002025-11-12 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
Thanksgiving event photo

Thanksgiving

Thursday November 27th

Bring your friends and family by on Thanksgiving Day for a celebratory feast!

11:00 AM - 12:00 AM

2025-11-27 11:00:002025-11-27 00:00:00America/New_YorkThanksgivingBring your friends and family by on Thanksgiving Day for a celebratory feast!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Christmas event photo

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