A native of Swampscot, Massachusetts, Little attended MIT as well as the Boston Museum of Fine Arts School. At the MuseumSchool, Little met and befriended Frank Benson. The two artists admired each other’s works, and often could be found painting together outdoors. The two became close friends, and Benson was later a pallbearer at Little’s funeral in 1942.
Little was a member of the Boston Guild of Artists, where he was a founding member, the Portland (ME) Society of Artists, Boston Society of Watercolor Painters, and the Boston Society of Etchers. He exhibited frequently at the Boston Art Club, the Pennsylvania Academy of Fine Art, the Art Institute of Chicago, the Paris Salon in 1912, as well as seven times at the Corcoran Gallery biennials. Works by Little can be found in the collections of the Pennsylvania Academy of Fine Art, Bowdoin College Museum of Art, Brunswick, Maine, the Boston Museum of Fine Art and many other fine institutions.