Toby Barbara Orenstein is an American theater director, producer, and educator. She is the founder of the Columbia Center for Theatrical Arts and its teen performance troupe, the Young Columbians. Orenstein also established Toby's Dinner Theatre, for which she serves as artistic director, and has operated locations in Columbia, Maryland, since 1979 and in Baltimore. Her career began as a teacher for a federal education project initiated by Eleanor Roosevelt, and her work has included developing arts-based community outreach programs for disadvantaged and special-needs children.