Holiday Events Happening In Annapolis December 2019

ANNAPOLIS, MD — There are many ways to usher in the holidays around Annapolis, including a meet-and-greet holiday open house with Mayor Gavin Buckley and his wife Julie Dec. 5 from 4:30 p.m. to 6:30 p.m. in council chambers at City Hall, 160 Duke of Gloucester. The mayor will be accepting donations of hats, gloves and scarves that will go to Lighthouse Shelter.

The holiday open house kicks off Midnight Madness that takes place in downtown Annapolis Dec. 5, Dec. 12 and Dec. 19 from 6 p.m. to midnight. Winterfest will take place Dec. 7-8 and Dec. 14-15 from noon to 6 p.m. along Giddings Avenue in West Annapolis. The holiday market will sparkle with glowing lights and festive trees, and feature artisans, crafters, food and mulled wine, champagne, cocktails and hot chocolate.

The Holiday Candlelight Stroll will be held Fridays and Saturdays from Dec. 6 through Dec. 21 between 7 and 8:30 p.m. The tours depart from the information booth at City Dock and share the origin of holiday traditions while enjoying a tour of the festively decorated area, including the Hammond-Harwood House.

Don't forget the annual Eastport Yacht Club Lights Parade Dec. 14 starting at 6 p.m. This beloved tradition will unfold in Annapolis Harbor. On Dec. 26 from 11 a.m. to 3 p.m. will be Miracle on Annapolis Street where people can see the Budweiser Clydesdales, sample the goods from food trucks, and enjoy games and activities for all ages.

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