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 …
Santa Speedo Run
Annapolis’ most unique holiday tradition continues! We invite you to join us for a fun day of holiday cheer! This celebration will be kicking off at 11:00 am at O’Brien’s. …
Meet Santa and Take a Photo at Park Books
Santa will be visiting Park Books to meet and take photos with kids. Dogs welcome for photos too! ALL PROCEEDS will be donated by Santa to GOLD IN FIGHT, a …
Local Food Finds
Your weekly dose of some cool food and dining finds around town Have a suggestion? We’d love to hear from you – submit it HERE!
Annapolis Santa Run
Each year the Annapolis Santa Run visits communities throughout the Annapolis area to gather gifts for needy children. The Annapolis Santa Run is a all volunteer event that is sponsored …
Tea with the Sugar Plum Fairy and Nutcracker Prince
Bring the whole family to this special holiday event. The National Ballet Company returns in December for their delightful, family-friendly performance of The Nutcracker. The audience will be treated to a two-act, mini …
Winter Wonderland
Ready to go for a walk in Winter Wonderland? Take pictures with cool & classic characters like Santa, Anna & Elsa, Clara & The Sugar Plum Fairy, and even MISTER …
Holiday Light Displays: Your One Stop Shop for All the Info
Fall is such a great time to adventure with children because first we get all the different options for fall festivals and then we pivot into all the holiday-themed events. …
Winter Festivals Worth the Drive
To the North, South, East, and West…holiday festivals abound! A hometown holiday is a very special thing. But with the weather of a Mid-Atlantic Christmas being less than frightful, there’s …