Food
-
-
FASO Holiday Gathering
Vineyards at Dodon 391 Dodon Rd, Davidsonville, United StatesJoin Friends of Annapolis Symphony Orchestra (FASO) at Dodon Vineyards in Davidsonville for a wine tasting and vineyard tour with charcuterie appetizers. Only 40 spots are available for this gathering, …
$64.75 -
Live Music from Mike Sharp
O'Loughlin's Restaurant 1258 Bay Dale Dr, Arnold, United StatesDon't miss live music from Mike Sharp on December 11, 2025 at O'Loughlin's Restaurant at 6:00 pm!
-
Midnight Madness Holiday Artisan Market
53 West Street 53 West Street, Annapolis, United StatesStart your Midnight Madness in Annapolis on West Street! Grab a bite to eat at our restaurants, enjoy a few cocktails, and check out our shops and vendors. Dare to …
-
Holiday Traditions Tour
William Paca House & Garden 186 Prince George Street, Annapolis, United StatesExperience the joy of the holiday season with a festive tour of the William Paca House! Gather your family and friends and begin the holiday season amidst the charming decorations …
$7 – $15 -
Pictures with Santa @ Blue Crab Cupcakes
Blue Crab Cupcakes 1580 Whitehall Rd, Annapolis, United StatesSanta 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 …
-
Cookies & Cocoa with Santa
Severna Park Community Center 623 Baltimore Annapolis Blvd, Severna Park, United StatesJoin 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 …
Free
