Weinstein began art school at Boston University after a year of law school at Georgetown University Law Center. He was given a grant to The Fine Arts Work Center in Provincetown, MA in 1970 and then moved to Florida where he earned his MFA from the University of Florida. This led to a long-time career as an art teacher at Green Mountain College in Vermont, where he received status Emeritus. While a teacher, he continued to show at galleries in Washington D.C, Cape Cod, Florida, Vermont, New York, Great Britain.
A true renaissance man and avid traveler, Weinstein is continually drawn to European countries; particularly France, Italy and the countries of the romance languages. The depth and history of the architecture and urban landscapes, and the energy of the people continually inspire his paintings. After his retirement from teaching, Weinstein began his in-depth study of the intellectual life of the 20's and 30's, out of which came his signature romantic and atmospheric Jazz Age series. Richard is known for a romantic palette and exquisite use of color; and creates a feeling for the viewer of being transported to a memory or moment of everyday romance in life.