Festivals in Annapolis, MDMaryland Cities and TownsAnnapolis, Baltimore, Bel Air, Cascade, Clarksville, College Park, Columbia, Deale, Dowell, Easton, Ellicott City, Fallston, Frederick, Gaithersburg, Germantown, Glen Burnie, Huntingtown, Laplata, Laurel, Leonardtown, Lutherville-Timonium, Mechanicsville, Middletown, Myersville, National Harbor, Ocean City, Oxon Hill, Parkton, Parkville, Pocomoke City, Reisterstown, Salisbury, Silver Spring, Sykesville, Tilghman, Timonium, Towson, Upper Marlboro, Waldorf, West Friendship, Westminster![]() August 23 - October 19, 2025Maryland Renaissance FestivalCrownsville Road, Annapolis, MD Status: Updated 2/21/2025
A Renaissance-Medieval-Pirate Fair organized by Maryland Renaissance Festival, Ltd..
This Maryland Renaissance-Medieval-Pirate Fair will have crafts, fine art and fine craft exhibitors, and 42 food booths. There will be 10 stages with International, National and Regional talent and the hours will be Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm. Admission tickets are $8 - $30. This event will also include: children's area, games. ![]() November 2, 2025First Sunday Arts Festival - NovemberDowntown Annapolis, Annapolis, MD Status: Updated 1/23/2025
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. ![]() December 7, 2025Annapolis Chocolate Binge FestivalDowntown Annapolis, Annapolis, MD Status: Updated 7/16/2025
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. ![]() February 21 - 22, 2026Spring Home Owners Expo - AnnapolisThe Byzantium Event Center, Annapolis, MD Status: Updated 9/16/2025
A Home and Garden Show organized by Mid Atlantic Expositions and Entertainment.
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $3 - $5.
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