New Year Yoga & Bracelet-Making Experience
Start 2026 feeling centered, creative, and inspired. This 2.5-hour New Year intention workshop begins with one hour of gentle, grounding yoga that is welcoming for all levels. Then you will …
Ugly Christmas Sweater Party w/ Here’s to the Night
Break out your most ridiculous, sparkly, over-the-top holiday outfits and get ready for a night of festive chaos, killer music, and $500 in cash and prizes for the best dressed! This …
Merry Grinchmas at Main Street
Come one, come all, bring your Whos big and small,To Main Street’s Grinchmas, the merriest of all!The Grinch will be strolling (so grumpy, yet bright),For photos and giggles, what a …
Annual Champagne Tasting
It’s the most wonderful time of year which means it’s time for our Annual Champagne Tasting! Join us on Saturday, December 20, 2025 between 4:00 pm – 7:00 pm to …
Jeff’s Christmas Light Show Spectacular
Don’t miss Jeff’s Christmas Light Show Spectacular! Show starts at 7:00 pm, runs for 15 minutes, and repeats until 9:00 pm. The market and walk-through display open at the end …
Holiday Celebration @ Paws at the Mall
Join us at Paws at the Mall on December 13, 2025 for a celebration packed with joy, goodies, and giving! We will be having an afternoon filled with festive furry …
Candlelight: Christmas Carols on Strings
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Annapolis. Get your tickets now to discover the music of Christmas Carols …
Pictures with Santa @ Blue Crab Cupcakes
Santa Todd will be visiting Blue Crab Cupcakes! As a thank-you for his time, we’ll be making a donation to his charity, Gold in Fight, supporting the fight against childhood …
A Merry Mix-Up
Don’t miss A Merry Mix-Up! Celebrate the season with Santa, Frosty, and more at the Talent Machine’s annual holiday spectacular, a family tradition for 38 years. Get your tickets here! …
Chanukah Bowl
Don’t miss this Chanukah Bowl! Tickets are $15-$20 and includes the game, shoes, and a special Chanukah program. Chanukah Bowl will take place at Annapolis Bowl. Register here!