Chester A. Dolan Jr. was an American politician who served as President of the Massachusetts Senate from 1949 to 1950.

Dolan was named Democratic Floor Leader in 1941, but gave up that position to serve in the United States Army.

[2] On November 8, Dolan and his outfit participated in the first Allied invasion of Casablanca with the 12th USAAF, along with General George S. Patton's Western Tank Force.

The Republicans proposed an arrangement in which each party would have control over the Senate for half of the term.

[2] In 1950, Dolan was elected clerk of the Suffolk County division of the Supreme Judicial Court.

[6] In 1964 he resigned his position as clerk to become Chief Executive Officer of the Guaranty Trust Company in Waltham, Massachusetts.