Chesapeake Brewing Co.


If you like pub crawls then this is the ultimate, grab-a-friend, hit the sidewalk and enjoy some great craft beers!  Begin at the Westin Hotel bar and finish at Annebeths!  5 blocks - 7 bars/beers!  Get a stamp at each one and win some totally awesome prizes!

You can even get the passport itself FREE on certain days!  This is Annapolis at its best! 

So what are you waiting for??????

BRUNCH at the Brewery


 You and your quest will enjoy a great hotel room at O'Callaghan's, in walking distance to everything, plus a fabulous Shore Feast of 6 crabs, fried chicken dinner, corn on the cob, stewed tomato's, 2 craft beers, and a slice of Smith Island Cake! After the feast, enjoy a boat ride from the Harbor! All this for $165 per person!!! (based on double occupancy) Makes a great anniversary or birthday gift! Great Family Reunion! Book tickets online at or call 410 268-0000 if you have questions.

BEAT THE BREWER Trivia EVERY Thursday Starting in May with partner breweries on each 1st Thursday of Each Month  7pm - 9pm with lots of swag and give aways from the breweries!  Bring your friends, drink beer, laugh a lot!  Scheduled breweries: 

May 4 Mully's Brewing  

 June 1  Duclaw Brewing

July 6  Black Flag Brewing

Aug 3  Key Brewing



Once per month join us for Plant and Pints.  Great date night or fun activity for your group!  Spots go fast so be sure to register!

More Information

We OPEN at 9AM SATURDAYS AND SUNDAYS for a scrumptious brunch!  Fireball French Toast, Breakfast flatbreads, Steel milled Oatmeal, Shrimp & Grits and MUCH MORE!

Try our Bloody Marys, Beer Cheese, and beer corn muffins!  Grab an Irish Coffee or a Mimosa!  We offer coloring books for youngsters and teens can enjoy sidewalk chalk!


Join us to watch the NAVY MIDS tackle their opponents each weekend and look out for the giant RAVEN FLAGS on game days for the Ravens.  We have been known to set up indoor corn hole, toss beach balls, and pass around jello shooters at scoring time!  Check all our events at the link below