Festivals in Annapolis, MD - Craft Shows, Holiday Celebrations
Maryland Cities and Towns
Annapolis, Baltimore, Boonsboro, Boyds, Brunswick, Burtonsville, Callaway, Calverton, Cascade, College Park, Columbia, Cooksville, Deale, Dowell, Easton, Fallston, Frederick, Gaithersburg, Germantown, Glen Burnie, Greenbelt, Laplata, Laurel, Linthicum, Lutherville, Lutherville-Timonium, Mechanicsville, Myersville, Ocean City, Oxon Hill, Pikesville, Pocomoke City, Reisterstown, Rockville, Salisbury, Silver Spring, Timonium, Waldorf, West Friendship, Westminster
November 1, 2026
First Sunday Arts Festival - November
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
December 6, 2026
Annapolis Chocolate Binge Festival
Downtown Annapolis, Annapolis, MD
Status: Updated 7/26/2026
A Festival organized by Inner West Street Association.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-4pm. This event will also include demonstrations.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-4pm. This event will also include demonstrations.
December 4 - 13, 2026
Annapolis Holiday Market
Annapolis Mall, Annapolis, MD
Status: Updated 9/8/2026
A Craft Show organized by Evans Management.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Local talent and the hours will be Thu-Sat 11am-9pm; Sun 11am-7pm; Mon-Wed closed.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Local talent and the hours will be Thu-Sat 11am-9pm; Sun 11am-7pm; Mon-Wed closed.
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