Happening Next

Annapolis Christmas Markets & Fairs Events

Christmas Markets & Fairs Happening Next in Annapolis, MD

Annapolis Holiday Market

 Annapolis Mall 4 Dec 2026
HOLIDAY FREE

Annapolis Holiday Market

 Annapolis Mall 4 Dec 2026
FITNESS

Heroes Holiday Market

 1 Riverview Avenue, Annapolis, MD 6 Dec 2026
HOLIDAY

Holiday Shopping & Community Meetup at HomeSense Annapolis

 Homesense 6 Dec 2026
FITNESS FREE

Winter Wonderjam

 Dark Horse Annapolis 28 Nov 2026
MUSIC

Breakfast with Santa at Historic Inns of Annapolis

 The Governor Calvert House at Historic Inns of Annapolis 12 Dec 2026
FITNESS USD 0 TO 57

Annapolis Italian Christmas Market

 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 6 Dec 2026
NONPROFIT