On April 18, 1906, he married Edith Weeks Burke of Middletown, Connecticut, with whom he had five children: Chester T., Elizabeth W., Archer G., Eleanor E., and Henry G.
Private law practice
In 1905 he began his law practice in Haverhill, Massachusetts, with the office of Poor & Fuller, until he opened his own practice in 1907. In addition to practicing law, he was a trustee of the Haverhill YWCA, member of the City Hospital Aid Association, Vice President of the Haverhill Boys Club, and director of the Haverhill YMCA.
In 1918, Wells was appointed Essex County district attorney, succeeding Louis D. Cox. Wells was the district attorney during the locally famous case of Elizabeth M. Skeels, alias, indicted in Essex County, Massachusetts, in September 1918 for the murder of Florence Webster Gay in Andover on December 10, 1917. Skeels was accused of administering arsenic while acting as Gay's nurse. She was arraigned on November 1, 1918, and pleaded not guilty. Daniel J. Daley, Esq., appeared as counsel for the defendant. In June 1919 the defendant was tried by jury before Judge Webster Thayer. The result was a verdict of not guilty. The case was in charge of Hon. Henry Converse Atwill, Attorney-General, and District Attorney Henry G. Wells. Vincenzo Issarella was indicted in Essex County, May 2, 1918, for the murder of Vito Rocco in Haverhill on February 10, 1918. He was arraigned May 28, 1918 and pled not guilty. William J. MacDonald, Esq., appeared as counsel for the defendant. On February 14, 1919, the defendant retracted his former plea, and pled guilty to manslaughter. This plea was accepted by the Commonwealth, and the defendant was sentenced to State Prison for a term of not more than fifteen nor less than thirteen years. The case was in charge of District Attorney Henry G. Wells. Peter DiZazzo was indicted in Essex County in May 1918, for the murder of Tony Volenti in Lawrence, Massachusetts, on February 19, 1918. He was arraigned May 29, 1918, and pled not guilty. Hon. W. Scott Peters and Ralph A. A. Comparone Esq., appeared as counsel for the defendant. On May 1, 1919, an entry of nolle prosequi was made against this indictment. The case was in charge of District Attorney Henry G. Wells. Victor Verier was indicted in Essex County in January 1919, for the murder of Elizabeth Verier in Lawrence on December 14, 1918. On October 24, 1919, the defendant was adjudged insane and was committed to Bridgewater State Hospital until further order of the court. The case was in charge of District Attorney Henry G. Wells.
Government appointments and elected positions
In 1907 Wells became a member of the Haverhill, Massachusetts Common Council. He served as an elected member of the Massachusetts House of Representatives from 1910 to 1912, serving on committees on insurance as clerk and chairman, election laws, and congressional redistricting. Wells then served on Massachusetts Senate from 1913 to 1918, becoming "the powerful and respected" President of the Massachusetts Senate in 1916 succeeding Calvin Coolidge. In 1915, Wells served on the Committee on Public Lighting, Committee on Rules, and Committee on Railroads. During his time in the Senate, he was the only senator to always vote no on a woman's right to vote. He also served for a dozen years or more as a member of the Massachusetts Department of Public Utilities serving as commissioner in 1925 and was a past president of the National Association of Railroad and Utility Commissioners.
