Art shows and craft fairs 2025–2026Maryland Cities and TownsAnnapolis, Baltimore, Bel Air, Bethesda, Boonsboro, Bowie, Brunswick, Cascade, Cockeysville, College Park, Columbia, Crisfield, Crownsville, Cumberland, Darlington, Deal Island, Deale, Easton, Elkton, Fallston, Frederick, Gaithersburg, Germantown, Glen Burnie, Greenbelt, Hyattsville, Kensington, La Plata, Lanham, Laurel, Leonardtown, Lutherville-Timonium, Mchenry, Mechanicsville, Millersville, Montgomery Village, Mount Airy, Myersville, Ocean City, Odenton, Oxon Hill, Parkville, Phoenix, Pittsfield, Pocomoke City, Reisterstown, Rosedale, Silver Spring, Solomons, Sykesville, Takoma Park, Taneytown, Thurmont, Timonium, Towson, Waldorf, Washington Grove, West Friendship, Westminster, Williamsport, WoodbineAttend Your Favorite Art Shows and Art Fairs of the Year in Annapolis, MD![]() September 7, 2025First Sunday Arts Festival - SeptemberDowntown 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 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations. ![]() September 13, 2025Kunta Kinte Heritage FestivalNavy Marine Corps Stadium (Blue Lot), Annapolis, MD Status: Updated 8/10/2025
A Festival organized by Kunta Kinte Celebrations, Inc..
This Maryland Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Sat 10am-7pm. ![]() September 13 - 14, 2025Maryland Seafood FestivalSandy Point State Park East Beach, Annapolis, MD Status: Updated 8/11/2025
A Food Festival organized by ABC Events Inc..
This Maryland Food Festival will have commercial/retail, crafts, fine art and fine craft exhibitors, and 18 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 11am-7pm; Sun 11am-6pm. Admission tickets are $17 - $200. ![]() September 14, 2025Bay Bridge PaddleSandy Point State Park East Beach, Annapolis, MD Status: Updated 8/12/2025
A Sports Event organized by ABC Events Inc..
This Maryland Sports Event will have commercial/retail exhibitors and 5 food booths. There will be 1 stage with Local talent and the hours will be Sun 7am-2pm. Admission tickets are $45 - $110. ![]() October 2 - 5, 2025United States Powerboat 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 5, 2025First Sunday Arts Festival - OctoberDowntown 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 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations. ![]() 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.
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