The local neighbors were so angry that they mutilated his horses, gouging out their eyes, to his horror. He was a member of the Governor's council of Massachusetts from 1792 to 1796, and was appointed in 1796 to treat with the Penobscot Indians and, in 1797, with the Six Nations. Shepard was elected as a Federalist to the Fifth, Sixth, and Seventh Congresses, serving from March 4, 1797 to March 3, 1803; he resumed his agricultural pursuits and died in Westfield, essentially penniless. Interment was in the Mechanic Street Cemetery. A statue of him stands in Westfield, sculpted by Augustus Lukeman. Each year on Patriots' Day, a ceremony is held in Westfield, wherein his descendants and those of four other founding families of Westfield join city and state government representatives, members of the armed forces, clergy, local school children and residents in giving prayer and remembrance of the town's history. From a mid-western paper c.1928 he was reported to have been quoted as saying, "Hang On! If the motherhood of America ever lets go, it will serve us right if America turns to the saloon or its equivalent. But the motherhood of America will not let go."