Art shows and craft fairs 2025–2026Maryland Cities and TownsAnnapolis, Baltimore, Bel Air, Bowie, Cascade, Clarksville, College Park, Columbia, Deale, Easton, Ellicott City, Frederick, Gaithersburg, Germantown, Glen Burnie, Havre de Grace, Huntingtown, Laplata, Laurel, Leonardtown, Lutherville-Timonium, Mchenry, Mechanicsville, Mount Airy, Myersville, National Harbor, Ocean City, Oxon Hill, Parkton, Parkville, Phoenix, Pocomoke City, Reisterstown, Rock Hall, Salisbury, Silver Spring, Sykesville, Thurmont, Timonium, Towson, Upper Marlboro, Waldorf, West Friendship, WestminsterAttend Your Favorite Art Shows and Art Fairs of the Year in Annapolis, MD![]() October 9 - 12, 2025Annapolis Sailboat ShowAnnapolis City Dock & Harbor, Annapolis, MD Status: Updated 12/10/2024
A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48. ![]() October 11 - 12, 2025Art @ the ParkQuiet Waters Park, Annapolis, MD Status: Updated 5/13/2025
A Music Festival organized by Quiet Waters Park.
This Maryland Music Festival will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Sat-Sun 10am-4pm. This event will also include demostrations. ![]() 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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