Events/Music
Fireside Dining
Monday March 9th
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
Fireside Dining
Tuesday March 10th
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
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
Lobster Night
Thursday March 12th
Thursdays every week
Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
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
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
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
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
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!
11:00 AM - 11:00 PM
Memorial Day
Monday May 25th
Come celebrate the long weekend with us!