Caleb Stone was born in the artist's colony of Rockport, MA where he began drawing at age four, painting at seven, and attending professional artists' workshops by the time he was twelve. After graduating from Kennebunk High School in 1985, he enrolled in the Lyme Academy of Fine Arts in Connecticut which he attended through the spring of 1990. In the autumn of 1989, he was the Artist in Residence at the Juniper Hill Inn in Windsor, VT.

Caleb is a representational-impressionist painter focusing on landscapes and marine scenes. He works primarily in oil, but also in watercolor and pastel. He focuses on painting scenes throughout the New England area. He offers tutoring classes weekly and holds up to four week-long workshops annually. Additionally he performs frequent demonstrations for art associations throughout eastern Massachusetts.