May 2026 Fairs & Festivals in Delaware
4 events happening across Delaware in May 2026.
Past eventCulturalFamilySeasonal
Dover Days Festival and Parade
A celebration of Delaware heritage in the state capital with a parade, maypole dancing, a colonial artisans village, historic re-enactments, and hands-on crafts on The Green.
Fri–Sat, May 1–2Dover
Past eventSeasonalFamilyArtisan
Wilmington Flower Market
A three-day spring fundraiser in Rockford Park with garden vendors, carnival rides, live music, and family activities that has supported Delaware children's charities for decades.
Thu–Sat, May 7–9Wilmington
Past eventCulturalFamilyArtisan
A Day in Old New Castle
A spring open-house tradition in one of Delaware's most picturesque towns, with tours of historic homes and gardens, craft demonstrations, live music, and food vendors.
Sat, May 16New Castle
Past eventMusicFamily
Ladybug Music Festival
A free downtown celebration of women in music since 2012, featuring local and touring artists, food vendors, and community programming across Wilmington.
Sat, May 30Wilmington