About Wynn Underwood
Lived 1927 – 2005 (aged 78). Wynn Underwood was an American lawyer, politician and judge.
Wynn Thomas Underwood (August 27, 1922 – October 20, 2005) was an American attorney, political figure, and judge from Vermont. He twice served as a member of the Vermont House of Representatives, and served as an associate justice of the Vermont Supreme Court from 1980 to 1985.
Early life Underwood was born in Plainfield, New Jersey on August 27, 1922, the son of Kenneth Frederick Hull Underwood (1887–1952) and Hillary Thomas Underwood (1888–1983). He grew up on a farm in Sudbury, Vermont and attended the one-room Hill School in Orwell, then the high school in Brandon, Vermont and the Berkshire School in Sheffield, Massachusetts. He clerked with Asa S. Bloomer in Rutland, then practiced for two years with Osmer C. Fitts in Brattleboro, after which he opened his own office in Middlebury. As a Republican, Underwood was elected state's attorney of Addison County in 1954 and served from 1955 to 1957. He practiced with the firm of Conley, Foote & Underwood in Middlebury from 1957 to 1962, then formed Underwood, Lynch & Ketcham, with which he practiced from 1962 to 1972. He was chairman of Middlebury's selectboard from 1967 to 1972. He was president of the Addison County Bar Association from 1968 to 1970 and the Vermont Trial Lawyers Association from 1969 to 1970.
Underwood was counsel to U.S. Senator George Aiken in 1965, during the passing of legislation to create the Tri-Town Water District, the nation's first rural water bill, which benefited Addison, Bridport, and Shoreham. President Lyndon B. Johnson invited Underwood to the White House for the bill signing ceremony.
Later career In 1970, Wynn was again elected to the Vermont House of Representatives, this time representing Middlebury, Weybridge, and Ripton. During his term, a vacancy opened on the Vermont Superior Court; Underwood was appointed by the Vermont General Assembly and served from 1972 to 1980. He presided over a landmark 1977 Chittenden Superior Court case in which the plaintiff, who was paralyzed in a skiing accident, won a $1.5 million judgment, which at the time was believed to be the largest in the state's history. Underwood ruled that the case could proceed, and that the inherent risks of skiing did not automatically bar seeking damages. In a 1980 interview, Underwood said that as a result of this ruling, he received "poison-pen letters from the length and breadth of the United States."
In 1980, Governor Richard A. Snelling appointed Underwood to an associate justice position on Vermont Supreme Court, succeeding Rudolph J. Daley; he served from 1980 to 1985 and became known for his pro-individual rights philosophy. In 1984, Snelling selected Frederic W. Allen, who had not previously served as a judge, to be chief justice; Underwood resigned, stating that was disappointed in being passed over. The vacancy created by Underwood's resignation allowed the incoming governor, Democrat Madeleine Kunin, to make an appointment; she selected Thomas L. Hayes.
Underwood served as president of the Vermont Bar Association from 1981 to 1982. He served as vice chairman of the Judicial Conduct Board from 1991 to 1996. Underwood died at his home in Shelburne on October 20, 2005.
Personal life Underwood was survived by his wife of fifty-six years, Sharry, his five children and their families, and two sisters. He was described as an avid hunter and fisherman and a down-to-earth man who "was the last judge to have a spittoon in his chambers."
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Important facts
People in Wynn Underwood's life
Named in this biography and alive at the same time
Contemporaries
People whose lives overlapped Wynn Underwood's
Frequently asked questions
Who was Wynn Underwood?
American politician
When was Wynn Underwood born?
Wynn Underwood was born on 27 August 1927.
When did Wynn Underwood die?
Wynn Underwood died on 20 October 2005.
What was Wynn Underwood's occupation?
Wynn Underwood was a lawyer, politician and judge.
What nationality was Wynn Underwood?
Wynn Underwood was American.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Wynn Underwood. https://biography.guide/wynn-underwood/
MLA: "Wynn Underwood." Biography.guide, https://biography.guide/wynn-underwood/.
Chicago: "Wynn Underwood." Biography.guide. https://biography.guide/wynn-underwood/.
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