Events/Music

Happy Hour Tues - Friday 3-7

Tuesday January 20th

Every Tuesday

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

03:00 PM - 07:00 PM

2026-01-20 15:00:002026-01-20 19:00:00America/New_YorkHappy Hour Tues - Friday 3-7Join us in the bar & Lounge for Happy hour Tues- Friday 3-7Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com

Lobster Night

Thursday January 22nd

Thursdays every week

Starting Aug 14th Lobster night Every Thursday Night $21.95

05:00 PM - 11:30 PM

2026-01-22 17:00:002026-01-22 23:30:00America/New_YorkLobster NightStarting Aug 14th Lobster night Every Thursday Night $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com

Piano Bar Every Friday and Saturday night!

Friday January 23rd

Every Friday

Piano Bar Every Friday and Saturday night! 9pm

09:00 PM - 01:00 AM

2026-01-23 21:00:002026-01-23 01:00:00America/New_YorkPiano Bar Every Friday and Saturday night!Piano Bar Every Friday and Saturday night! 9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com

January Entertainment

Friday January 23rd

Every Friday

Live Entertainment on both floors Friday and Saturday

Tuesday nights Singer songwriter Night

Wed Acoustic Music and Burger night

10:00 PM - 01:30 AM

2026-01-23 22:00:002026-01-23 01:30:00America/New_YorkJanuary EntertainmentLive Entertainment on both floors Friday and SaturdayTuesday nights Singer songwriter NightWed Acoustic Music and Burger nightMiddleton 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

National Margarita Day

Sunday February 22nd

Come celebrate National Margarita day with us on February 22nd.

11:00 AM - 11:00 PM

2026-02-22 11:00:002026-02-22 23:00:00America/New_YorkNational Margarita DayCome celebrate National Margarita day with us on February 22nd.Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com

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

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