Amy Chuckrow graduated from the Rhode Island School of Design in 1981 with a major in painting. After graduating, Amy sought a traditional program that would help her develop the technical skills required to paint landscapes accurately and beautifully. She studied with Paul Ingbretson in an atelier system in Boston. Ingbretson was a student of RH Ives Gammell, a well-known painter who mastered and taught traditional techniques and the method of the Boston School painters, prominent at the turn of the century.
Eventually, Amy purchased her own studio at the Fenway Studios where she works during the winter months. She spends her summers painting landscapes on Nantucket, and paints the Vermont countryside in the autumn. As a student she spent many summers on Nantucket studying landscape painting with Tom Dunlay, and today she continues to paint there during the summers.