Home Events & Festivals Pennsy Trail Art Fair and Music Festival Twitter Facebook Print About Pennsy Trail Art Fair and Music FestivalThe Pennsy Trail Art Fair & Music Festival is held along the Pennsy Trail which is located in Historic Downtown Greenfield, Indiana. The fair features quality artists, live music, art demonstrations, Ducky Derby, great local food, children's art activities, wine, and beer. Admission and parking are both free. The event was created to link the arts, local community, and local social service needs. Proceeds from the Pennsy Trail Art Fair & Music Festival benefit the non-profit organization: Mental Health Partners of Hancock County.