Formed on May 1, 1775, the 5th Connecticut Regiment, commanded by Colonel David Waterbury, was one of the original six regiments of Connecticut's Colonies adopted this Army into the Continental Army. Waterbury's Regiment was assigned to the Separate, or New York, Department in 1775 and did not receive an additional designation in August. The Regiment then served at Fort Ticonderoga; participated in the successful siege of Fort Saint Johns, Canada; and helped capture Montreal in November. It was mustered out of service in December 1775. The second formation, 5th Regiment-Connecticut Line, was part of the re-organized long term Continental Army, America's first regulars. It was formed in the spring of 1777 under Col. Philip Burr Bradley. The Army was re-organized in 1781, and a new 5th Regiment-Connecticut Line was formed from the former 1st and 8th Regiments. In January, the regiment, now commanded by Col. Isaac Sherman, was sent into action in New York near Morisania. Reassigned on January 1, 1783 from the rwo Connecticut Brigade and assigned to the Connecticut Brigade, an element of the Highland's Department. Furloughed on June 15, 1783 at West Point, New York and disbanded on November 15, 1783.