Events/Music
Fireside Dining
Monday February 16th
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
Happy Hour Wed - Friday 3-7
Tuesday February 17th
Every Tuesday
Join us in the bar & Lounge for Happy hour Wed- Friday 3-7
03:00 PM - 07:00 PM
Alex Lee Feb18th
Wednesday February 18th
06:00 PM - 09:00 PM
Lobster Night
Thursday February 19th
Thursdays every week
Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
Trivia every Thurs
Thursday February 19th
Every Thursday
Every Thursday @ 7pm In the Lounge
with
Extended
Happy Hour
For Trivia Teams
07:00 PM - 08:30 PM
Trivia
Thursday February 19th
Every Thursday
07:00 PM - 08:30 PM
Piano Bar Every Friday and Saturday night!
Friday February 20th
Every Friday
Piano Bar Every Friday and Saturday night! 9pm
09:00 PM - 01:00 AM
Fess up Music Feb 20th
Friday February 20th
10:00 PM - 01:30 AM
Mike Mchenry Tribe Feb 21
Saturday February 21st
10:00 PM - 01:30 AM
National Margarita Day
Sunday February 22nd
Come celebrate National Margarita day with us on February 22nd.
11:00 AM - 11:00 PM
Michael K Feb 25th
Wednesday February 25th
06:00 PM - 09:00 PM
Moon Cherry Feb 27th
Friday February 27th
10:00 PM - 01:30 AM
All you need 02/28
Saturday February 28th
10:00 PM - 01:30 AM
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
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
Easter
Sunday April 5th
Come celebrate Easter with us!
11:00 AM - 11:00 PM
Cinco De Mayo
Tuesday May 5th
Grab your best fiesta hat and join us for Cinco de Mayo!
11:00 AM - 11:00 PM
Mother's Day
Sunday May 10th
Join us on Mother's Day and treat your mom to a delicious meal!