The Pout-Pout Fish
Don’t miss The Pout-Pout Fish! Turn the poutiest of frowns upside down in this musical! It features whimsical puppets and live performers in a sweeping oceanic adventure. When Mr. Fish …
The Life of Frank Sinatra: Doing It My Way
A 90-minute multi-media tribute to Frank Sinatra, telling the story of his days in Hoboken to Tommy Dorsey, the Rat Pack, and his comeback in the 1970s combined with Wendell …
Seussical the Musical
Don’t miss Seussical the Musical! The Cat in the Hat tells the story of Horton, an elephant who discovers a speck of dust that contains the Whos. The speck of …
An Irish Afternoon w/ Seamus Kennedy
Please join us for an afternoon of Irish music and laughter with Seamus Kennedy. And exciting news—come for the Annapolis St. Patrick’s Day Parade and stay for the concert! This …
Skies In Chaos
Don’t miss Skies In Chaos! They will perform at Twain’s Tavern on March 14, 2026 from 8:30 pm to 12:00 am.
Liquid A
Liquid A is an East Coast based cover band renowned for their electrifying performances and unparalleled ability to get any crowd on their feet: with over 20 years experience in …
Anchors & Artisans Pop-Up Market
Anchors & Artisans, a pop-up market hosted by the Makers of Maryland, will take place on the third Sunday of the month, May through October. Visitors will enjoy shopping handmade …
Summer Concerts @ Annapolis Town Center
Annapolis Town Center’s Thursday night live outdoor music series begins Thursday, June 4 from 6:30 pm – 8:30 pm, and continues every Thursday night through August! Check here for more …
ShamRock the Lot
Get ready to ShamRock the Lot once again! Join us on Sunday, March 8 from 11:00 am to 3:00 pm as we celebrate the Annapolis St. Patrick’s Day Parade. Enjoy …
Dinner Under the Stars
Don’t miss Dinner Under the Stars! Enjoy cafe dining from fabulous restaurants, live music, and dancing in the street every Wednesday evening from 5:00 pm – 10:00 pm starting May …