Events/Music

Fireside Dining event photo

Fireside Dining

Monday March 9th

Runs until Monday, March 16th, 2026

Stay warm by our fireplaces!!  Good friends, hot drinks, music and games of chance. 

 Party like it's 1776!!

11:30 AM - 01:30 AM

2026-03-09 11:30:002026-03-09 01:30:00America/New_YorkFireside DiningStay warm by our fireplaces!!  Good friends, hot drinks, music and games of chance.  Party like it's 1776!!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Happy Hour wed- Fri 3-7 event photo

Happy Hour wed- Fri 3-7

Wednesday March 11th

Every Wednesday

Join us in the bar & Lounge for Happy hour Wed- Friday 3-7

03:00 PM - 07:00 PM

2026-03-11 15:00:002026-03-11 19:00:00America/New_YorkHappy Hour wed- Fri 3-7Join us in the bar & Lounge for Happy hour Wed- Friday 3-7Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Lobster Night event photo

Lobster Night

Thursday March 12th

Thursdays every week

  Lobster night Every Thursday Night  $21.95

05:00 PM - 11:30 PM

2026-03-12 17:00:002026-03-12 23:30:00America/New_YorkLobster Night  Lobster night Every Thursday Night  $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia every Thurs event photo

Trivia every Thurs

Thursday March 12th

Every Thursday

Every Thursday @ 7pm In the Lounge

with

Extended

Happy Hour

For Trivia Teams

 

 

 

07:00 PM - 08:30 PM

2026-03-12 19:00:002026-03-12 20:30:00America/New_YorkTrivia every ThursEvery Thursday @ 7pm In the Lounge withExtendedHappy HourFor Trivia Teams   Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Piano Bar Every Friday and Saturday night! event photo

Piano Bar Every Friday and Saturday night!

Friday March 13th

Every Friday

Piano Bar Every Friday and Saturday night! 9pm

09:00 PM - 01:00 AM

2026-03-13 21:00:002026-03-13 01:00:00America/New_YorkPiano Bar Every Friday and Saturday night!Piano Bar Every Friday and Saturday night! 9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
St. Patrick's Day event photo

St. Patrick's Day

Tuesday March 17th

Grab your best green garb and join us for St. Patrick's Day!

11:00 AM - 11:00 PM

2026-03-17 11:00:002026-03-17 23:00:00America/New_YorkSt. Patrick's DayGrab your best green garb and join us for St. Patrick's Day!Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Starting March 19th event photo

Starting March 19th

Thursday March 19th

Every Thursday

Donald on the piano in the Downstairs Lounge every Thursday  6-9pm

06:00 PM - 09:00 PM

2026-03-19 18:00:002026-03-19 21:00:00America/New_YorkStarting March 19thDonald on the piano in the Downstairs Lounge every Thursday  6-9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Racetrax & Keno event photo

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 event photo

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 event photo

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