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Maryland outlineCraft Fairs & Farmers Markets in Annapolis, Maryland

The sailing capital keeps a festive 8-event calendar โ€” an Irish festival, an Eastport street party, and yes, a Maryland Chicken Wing Festival โ€” with an Annapolis Holiday Market to close out the year. A town that clearly enjoys itself.

8vendor events in Annapolis

Showing 1โ€“8 of 8 events

Annapolis Holiday Market

Holiday
Annapolis, MDยทHoliday season (Nov-Dec)

Annapolis Holiday Market is held at St John's College in downtown Annapolis during December, featuring artisans and food vendors selling handmade goods, crafts, art, and festive specialty foods. Free admission. New vendors who make all their own items are welcome to apply.

craftartisanfood
โœ“ Links checked July 2026

Annapolis Irish Festival

Festival
Annapolis, MDยทMay 29-30, 2026

Held in Crownsville at Anne Arundel County Fairgrounds, the Annapolis Irish Festival is a two-day celebration featuring live music, Irish dance performances, food and beverage vendors, Highland games, axe throwing, and Irish-themed shopping. Friday night kicks off with family and first responder programming; Saturday is all-ages with contests, a kids zone, and a full schedule of entertainment. Vendors must attend both days.

foodcraftartisan
โœ“ Links checked July 2026

Anne Arundel Asian American Festival

Festival
Annapolis, MDยทMay 2026

Held in May at Anne Arundel County Fairgrounds in Crownsville, the Anne Arundel Asian American Festival welcomes both commercial and independent craft vendors. Applications are shared across the Peake Events/ABC Events portfolio, so you can select this festival along with others (Maryland Chicken Wing Festival, Annapolis Irish Festival, Maryland Seafood Festival) within a single form.

foodcraftartisan
โœ“ Links checked July 2026

Eastport a Rockin'

Waterfront
Annapolis, MDยทJun 27, 2026

Eastport a Rockin' is Annapolis' home-grown local music festival in its 30th year, held on Back Creek and Second Street in Eastport. The event features 40 bands across four stages plus a vendor marketplace โ€” volunteers run it and proceeds benefit local charities. Sustainability is built in: the festival actively recycles and encourages vendors and attendees to do the same.

musicfoodcraft
โœ“ Links checked July 2026

First Sunday Arts Festival

Craft
Annapolis, MDยทFirst Sundays, May-Oct 2026, 11am-5pm

Juried arts festival on Inner West Street; original art, photography, handmade jewelry/crafts, literary arts, antiques, and vintage items only - no commercial merchandise. A single annual application covers the series. Organized by Inner West Street Association.

artisanjuriedantique
โœ“ Links checked July 2026

Kunta Kinte Heritage Festival

Festival
Annapolis, MDยทSeptember 2026 (Sat)

36th-year celebration of African, African American, and Caribbean heritage at Navy-Marine Corps Stadium; ~150 vendors of African art, jewelry, handmade goods; dance, three stages, kids activities. Food vendors not accepted. Young Entrepreneur booths (ages 7-18).

craftartisanantique
โœ“ Links checked July 2026

Maryland Chicken Wing Festival

Food
Annapolis, MDยทApr 18โ€“19, 2026

In its 13th year, Maryland Chicken Wing Festival brings together the best wing vendors from the mid-Atlantic for a two-day celebration in Annapolis featuring live music on dual stages, wing eating and sauce competitions, axe throwing, archery, and a pepper eating contest. Strong food-vendor focus with a festival crowd ready to eat.

bbqcraftmusic
โœ“ Links checked July 2026

Maryland Seafood Festival

Food
Annapolis, MDยทSep 12โ€“13, 2026

52nd-year seafood festival at Sandy Point State Park on the Chesapeake; ~50-60 exhibitors incl. seafood vendors, local artisans and merchants; crab soup cook-off, live music. Produced by ABC & Peake Events. Not juried.

seafoodcraftartisan
โœ“ Links checked July 2026
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Showing 1โ€“8 of 8

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