Events/Music
Trivia Monday
Monday August 4th
07:00 PM - 08:30 PM
Annapolis Songwriters Showcase
Tuesday August 5th
Every Tues in the lounge from 6-9pm Happy Hour all Night
06:00 PM - 09:00 PM
Lobster Night
Thursday August 7th
Thursdays every week
Starting Aug 14th Lobster night Every Thursday Night $21.95
05:00 PM - 11:30 PM
WE MISS YOU MIKE CONROY
Friday August 8th
Every Friday
04:00 PM - 06:00 PM
Moon Cherry
Friday August 8th
09:00 PM - 01:30 AM
August Entertainment
Friday August 8th
Every Friday
10:00 PM - 01:30 AM
Donald Wolcott Every Friday & Saturday!!!
Saturday August 9th
Every Saturday
Every Friday and Saturday Upstairs in the Piano Bar!!!
09:00 PM - 01:00 AM
Severn River Band
Saturday August 9th
10:00 PM - 01:30 AM
Trivia Monday
Monday August 11th
Every Monday
07:00 PM - 08:30 PM
National Prosecco Day
Wednesday August 13th
Start your night with some bubbly for National Prosecco Day!
11:00 AM - 11:00 PM
National Tell a Joke Day
Saturday August 16th
...so come on down and tell us a few
11:00 AM - 02:00 AM
National Rum Day
Saturday August 16th
Join us on National Rum Day on August 16th!
11:00 AM - 02:00 AM
National Pinot Noir Day
Monday August 18th
It's National Pinot Noir Day! Come enjoy a glass from our excellent selection!
11:00 AM - 11:00 PM
National Whiskey Sour Day
Monday August 25th
It's National Whiskey Sour Day! Come down and let our awesome bartenders make you a great Whiskey Sour!
11:00 AM - 11:00 PM
National Red Wine Day
Thursday August 28th
It's National Red Wine Day! Come enjoy a glass from our excellent selection!
11:00 AM - 12:00 AM
Labor Day
Monday September 1st
Come celebrate the long Labor Day weekend with us!
11:00 AM - 11:00 PM
National Cheeseburger Day
Thursday September 18th
Come grab a giant juicy cheeseburger for National Cheeseburger Day Sept 18th!
11:00 AM - 12:00 AM
National Drink Beer Day
Sunday September 28th
Join us for National Drink Beer Day on Sept 28th and try one of our many craft brews!
11:00 AM - 11:00 PM
National Coffee Day
Monday September 29th
Sit back, relax and enjoy a coffee for National Coffee Day September 29th!
11:00 AM - 11:00 PM
National Dessert Day
Tuesday October 14th
Indulge in dinner and a dessert on National Dessert Day!
11:00 AM - 11:00 PM
Halloween
Friday October 31st
Bring your best costume and join us on Halloween!
11:00 AM - 02:00 AM
Racetrax & Keno
Wednesday November 12th
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.