West Street Artisan Market
Visit Annapolis’ West Street this holiday season and enjoy a special outdoor Holiday Artisan Market on December 12 and December 19 when the first block of West Street transforms into …
Cookies & Cocoa with Santa
Join us for our annual Cookies & Cocoa with Santa! Shop for last minute holiday gifts, enjoy crafts, a movie, and treats, and of course get your picture taken with …
Annapolis Holiday Market
Don’t miss the Annapolis Holiday Market! This year we look forward to welcoming you back to the newest holiday market in the region. The market is located on the historic …
Midnight Madness
Downtown Annapolis Partnership proudly presents Midnight Madness. This is a historic downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and …
Grand Illumination
The Grand Illumination and annual tree lighting takes place near the Market House every year on the Sunday after Thanksgiving (12/1)! The Downtown Annapolis Partnership joins the City of Annapolis …
Grand Reopening of the Holiday Train Garden
The Holiday Train Garden at Marley Station Mall will be reopening for the 2024 holiday season. Join us for a fun filled day of model train displays, door prizes, and …
The Night Before Christmas
Don’t miss The Night Before Christmas! On Christmas Eve, 1822, Clement Clarke Moore’s house is not as quiet as a mouse—in fact, everyone is stirring. The three children await the …
Ballet Theatre of Maryland Presents The Nutcracker
The Ballet of Theatre of Maryland will be performing The Nutcracker on December 14, 15, 21, and 22! Discover the wonder of this timeless holiday tradition and allow yourself to …
Wildberry’s Vintage Christmas Market
Wildberry’s Vintage Christmas Market is back! Join Wildberry’s and more than 60 unique small businesses, over two Saturdays, for an outdoor Christmas Market! The Wildberry Farm to Table Food Trailer …
Wildberry’s Vintage Christmas Market
Wildberry’s Vintage Christmas Market is back! Join Wildberry’s and more than 60 unique small businesses, over two Saturdays, for an outdoor Christmas Market! The Wildberry Farm to Table Food Trailer …