It's the most wonderful time of the year! And we've got your ultimate guide for all things Christmas and holiday fun in Annapolis to make help make your holidays the best with your family.
Big thanks go to our local businesses and organizations that are hosting these fantastic community events. Many are are free and low cost.
From my MacKID family to yours, we wish you the most joyous holiday season!
We'll continue to add Christmas and other holiday events to this guide as we hear of them.
Please check back often for the most-up-to-date calendar of events!
🎅🏽 Santa Sightings
11/7-12/24: Santapolis @ Annapolis Mall
12/7- SOFO’s Photos with Santa
12/7- Swim with Santa
🎄 Christmas Tree Lightings
12/1- Grand Illumination- Tree Lighting
12/1- Community Christmas Tree Lighting: Riva Trace Baptist Church
✨ Light Displays
November 24 - January 1
Labyrinth of Light at Wellsview Cottage
🛍️ Holiday Markets
11/30- Artist Sunday Holiday Arts Market
12/1- Chocolate Binge Festival
12/7- Broadneck Craft Bazaar
12/7- West Annapolis Holiday Market
12/7 & 12/14- Wildberry’s Vintage Christmas Market
12/8- Heroes Holiday Market and Raffle
12/8- Italian Christmas Market
12/10- 9th Annual Brigade Holiday Market
12/12-12/15- Annapolis Holiday Market
12/12 & 12/19- West Street Artisan Market
12/27- Miracle on West Street: Budweiser Clydesdale Horses
🎁 Charitable Giving Opportunities
12/11-Holiday Party & Toy Drive
12/14- Toy Exchange Hosted by Macaroni KID
12/15- Annapolis Santa Run (Toy Drive)
🚶 Unique Annapolis Tours:
Holiday Spirit Tour (William Paca)
Special Historic Holiday Tour (Main Street)
🎤 Unique Annapolis Performances (various dates):
A Visit From St. Nicholas (The Night Before Christmas) (Multiple Dates)
A Christmas Carol-Classic Theatre of Maryland (Multiple Dates)
The Night Before Christmas (Multiple Dates)
12/6- A Celebration of Christmas
Tea with the Sugar Plum Fairy and Nutcracker Prince (Multiple Dates)
12/12- Holiday By The Bay
12/13 & 12/14- The Talent Machine Presents-A Jolly Holiday 2024!
12/13- Holiday Pops
12/14- Illuminate Holiday Concert
12/14 & 12/21- BTM presents: The Nutcracker
❄️ Other Holiday Events:
12/7- Broadneck Craft Bazaar
12/7- Traditions of the Season - Family Program
12/7- A Colonial Yuletide
12/14- Santa Speedo Run
12/17- Mr. Paca’s Garden Storytime: Bear Stays Up For Christmas
12/28- Military Bowl
Did we miss any Christmas or holiday events in Annapolis and surrounding communities?
Please submit them HERE, and we'll get them added to the calendar and this guide right away!
