Meet Santa at the Westfield Annapolis Mall now through Dec. 24.
Head to the City Dock on Nov.29 for the Annapolis City Tree Lighting. See Santa arrive by horse & carriage. The event begins at 5:30 p.m.
View more than 60 glittering holiday light displays at Lights on the Bay at Sandy Point State Park. The lights are open fro 5 p.m. to 10 p.m. through Jan. 2.
Shop till you drop at Downtown Annapolis' Midnight Madness extravaganza. Shops stay open till midnight, and special treats such as photo shoots, free entertainment abound.
Enjoy decked-out boats as they enter Annapolis Harbor for the Eastport Yacht Club Lights Parade at 6 p.m. on Dec. 12.
The Ballet Theatre of Maryland performs The Nutcracker at the Marland Hall for the Creatve Arts on Dec. 12, 13, 19 and 20.
The United States Naval Academy Glee Club and the Annapolis Symphony Orchestra, with solists from the Metropolitan Opera Company, perform Handel's Messiah at the Naval Academy Chapel on Dec. 5 and 6. Messiah will also be performed at Anne's Church on Dec. 18, 19 and 20.
Visit LFVacations to book your winter Annapolis getaway!