Weekly Entertainment & Events

Every Friday & Saturday
Late Night's with Live DJ's

Every Friday & Saturday night come join us at 10:30pm to get the party started. DJ comes in and will play your requests. Enjoy some nights you will never forget. With the largest dance floor in Annapolis, it’s no wonder why people drive from states away to join the party!

Every Monday
Poker Night

Starts at 6:30pm & 8:30pm every Monday! You can compete with other people around the area to earn points and earn a chance to play in the big leagues in Vegas!

Annual Specials!

Halloween Party

Date: TBA

O’Brien’s will be hosting a Halloween party this October! Dress up or come as you are. We will be having contests and prize offerings! Take part in a unforgettable event!

Santa Speedo Run

Date: TBA

📷Photo credit : BeeprBuzz (photographer mark on lower right corner was cropped off)

Whatever the century or decade, O’Brien’s at 113 Main Street Annapolis is the place to be in Downtown. 

View our everyday menu, with all of your favorite dishes. this menu is served all day every day.

We have separate menus for dinner and lunch banquets, click here and then choose which menu you would like to view.

Obrien’s Time is Mon-Fri 2-6 PM, view that menu here.