Upcoming Winter Holiday Events in Annapolis
The City of Annapolis invites residents and visitors to enjoy a festive season of events and activities across the City.
Midnight Madness: Three Thursdays in December - Dec. 1 and 8 (4 p.m. to 12 p.m.), and Dec. 15 (4 to 11 p.m.). More than 90 stores and 80 restaurants in the downtown area, including Main Street, Maryland Avenue, State Circle, West Street, and City Dock will be open late for this Annapolis tradition. Get a selfie in Snowflake Alley, hear carolers, visit the alpacas on Main Street and enjoy hot cocoa along the way. Francis Street from Main Street to State Circle will be closed the first two Thursdays (Dec. 1 and 8). For more information, contact the organizers of Midnight Madness - Downtown Annapolis Partnership.
West Annapolis Holiday Market: Dec. 3 (11 a.m. to 8 p.m.) and on Dec. 4 (11 a.m. to 5 p.m.). Corner of Annapolis Street and Gidding Avenue.
Chocolate Binge Festival: Sun., Dec. 4 (10 a.m. to 5 p.m.). First block of West Street (road closure: First block of West Street beginning at 7:30 a.m. on Dec. 4 until the close of the festival). Chocolate, chocolate and more chocolate, plus holiday shopping, family-friendly entertainment, all taking place underneath the festive West Street holiday light canopy. $5 tickets available HERE.
Downtown Holiday Market: Thurs., Dec. 8 (4 to 10 p.m.); Fri., Dec. 9 and Sat., Dec. 10 (11 a.m. to 9 p.m.); and on Sun., Dec. 11 (11 a.m. to 5 p.m.). 1 Dock Street. Road closures along Dock Street. Between the Harbormaster’s office and Susan Campbell Park. Arts, crafts, food and handmade items. Details at www.annapolisholidaymarket.com
Eastport Yacht Club Lights Parade: Saturday, Dec. 10 (6 to 8 p.m.). Spa Creek with viewing locations in historic downtown and Eastport. Magic happens on Spa Creek as lighted boats suddenly appear on a cold winter night. Details at eastportyc.org/lights-parade.
SoFo Ho-Ho: The South Forest (SoFo) Business Alliance is hosting a toy drive. The “SoFo HO-HO” will run though Dec. 13 with the distribution of gifts on Dec. 17. Check www.SoFoAnnapolis.com for drop-off locations.
City Dock Menorah Lighting: Sun., Dec. 18 (5:30 p.m.). Chabad of Anne Arundel County will host the annual lighting of the City Dock Menorah after a caravan that begins at the Safeway on Housley Road.
Military Bowl Tailgate and Parade: Wed., Dec. 28 (10 a.m. to 11:30 a.m.). Rolling road closures: Dock Street to Main Street to West Street to Taylor Avenue to Navy Marine Corps Memorial Stadium. Follow Annapolis Police direction.
Read the full Press Release: Upcoming Winter Holiday Events in Annapolis
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