68th Annual Sidewalk Art Show

The Sidewalk Art Show takes place annually in Roanoke, Virginia, on the downtown streets near the Taubman Museum of Art. Celebrating 68 years of fine art, the Sidewalk Art Show will return Saturday and Sunday May 30-31, 2026. The show infuses downtown Roanoke with energy, excitement, and creativity! This annual event, which has become one of Southwest Virginia's most anticipated events, is a premier destination for fine art shopping and offers visitors the opportunity to meet and talk with exhibiting artists. All of the works exhibited are for sale, including original paintings, prints, watercolors, etchings, mixed media, fine art photographs, fine crafts, and sculpture.

This is a juried show with cash awards including Best in Show ($3,000), Second place ($2,000), Third place ($1,000), and six Merit awards at $500 each. The application fee is $35 with a $265 booth fee for a 10'x10' space. Emerging artists are accepted and may receive a $45 discount off their booth fee if they meet requirements and are juried in. Artists must provide their own tents and display materials, and all storage must be concealed within the booth structure. The show is held rain or shine with no refunds for weather cancellation.

Eligible categories include painting, mixed media, sculpture, drawing and original printmaking, fine art photography, and fine craft (clay, fiber, glass, wood, metal) and jewelry. All exhibited work must be the unique and original work of the registered artist, with original work constituting at least 70% of the display. Application deadline is February 21, 2026 (postmarked), with confirmation mailed to artists on March 25, 2026.