A native of New York, Guy Wiggins enrolled in drawing and architecture classes at the Brooklyn Polytechnical Institute, and studied painting under William Merritt Chase and Robert Henri at the National Academy of Design. Wiggins was most directly influenced by Childe Hassam's celebrated scenes of New York. A prolific painter throughout his life, Wiggins received wide recognition from an early age. In 1912, at the age of twenty, he was the youngest American artist to have a work acquired for the permanent collection at the Metropolitan Museum of Art.

The present lot is one of the New York winter street scenes for which Wiggins is best known. The artist began producing works in this style in the 1920s and continued until his death in 1962. Old Trinity at Wall St. in Winter was executed in the last years of his life. In the present work, the artist depicts bustling Wall Street with the iconic Trinity Church at center bathed in a glowing orange light. American flags and bright umbrellas stand out against the snowy grey day.