Events/Music
Fireside Dining
Sunday February 8th
Runs until Tuesday, March 17th, 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
2026-02-08 11:30:002026-02-08 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 - Friday 3-7
Tuesday February 10th
Every Tuesday
Join us in the bar & Lounge for Happy hour Wed- Friday 3-7
03:00 PM - 07:00 PM
2026-02-10 15:00:002026-02-10 19:00:00America/New_YorkHappy Hour Wed - Friday 3-7Join us in the bar & Lounge for Happy hour Wed- Friday 3-7Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Aiden Ewald
Wednesday February 11th
06:00 PM - 09:00 PM
2026-02-11 18:00:002026-02-11 21:00:00America/New_YorkAiden EwaldMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Lobster Night
Thursday February 12th
Thursdays every week
Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
2026-02-12 17:00:002026-02-12 23:30:00America/New_YorkLobster Night Lobster night Every Thursday Night $21.95Middleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia
Thursday February 12th
Every Thursday
07:00 PM - 08:30 PM
2026-02-12 19:00:002026-02-12 20:30:00America/New_YorkTriviaMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Trivia every Thurs
Thursday February 12th
Every Thursday
Every Thursday @ 7pm In the Lounge
with
Extended
Happy Hour
For Trivia Teams
07:00 PM - 08:30 PM
2026-02-12 19:00:002026-02-12 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!
Friday February 13th
Every Friday
Piano Bar Every Friday and Saturday night! 9pm
09:00 PM - 01:00 AM
2026-02-13 21:00:002026-02-13 01:00:00America/New_YorkPiano Bar Every Friday and Saturday night!Piano Bar Every Friday and Saturday night! 9pmMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Pretty Big Deal
Friday February 13th
10:00 PM - 01:30 AM
2026-02-13 22:00:002026-02-13 01:30:00America/New_YorkPretty Big DealMiddleton 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
Valentine's Specials
Saturday February 14th
04:00 PM - 10:00 PM
2026-02-14 16:00:002026-02-14 22:00:00America/New_YorkValentine's SpecialsMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Severn River Band
Saturday February 14th
09:00 PM - 01:30 AM
2026-02-14 21:00:002026-02-14 01:30:00America/New_YorkSevern River BandMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Alex Lee
Wednesday February 18th
06:00 PM - 09:00 PM
2026-02-18 18:00:002026-02-18 21:00:00America/New_YorkAlex LeeMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Fess up Music
Friday February 20th
10:00 PM - 01:30 AM
2026-02-20 22:00:002026-02-20 01:30:00America/New_YorkFess up MusicMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Mike Mchenry Tribe
Saturday February 21st
10:00 PM - 01:30 AM
2026-02-21 22:00:002026-02-21 01:30:00America/New_YorkMike Mchenry TribeMiddleton 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
Michael K
Wednesday February 25th
06:00 PM - 09:00 PM
2026-02-25 18:00:002026-02-25 21:00:00America/New_YorkMichael KMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
Moon Cherry
Friday February 27th
10:00 PM - 01:30 AM
2026-02-27 22:00:002026-02-27 01:30:00America/New_YorkMoon CherryMiddleton TavernMiddleton Tavernmiddletontavern2@gmail.com
All you need 02/28
Saturday February 28th
10:00 PM - 01:30 AM
2026-02-28 22:00:002026-02-28 01:30:00America/New_YorkAll you need 02/28Middleton 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
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