Late in January 1944, the destroyer returned to amphibious operations, this time as a unit of the Fire Support Group for the Anzio landings. Arriving off the beachhead on 22 January 1944, she delivered call fire support for the troops as they landed. The relative ease experienced during the opening phase at Anzio however, belied the actual complexion of the campaign. Failing to break out of the beachhead early, the Army forces were soon surrounded on three sides by German forces which threatened to push them into the sea until a link-up was made with the Salerno forces in May. During the first month of the battle "Woolsey" provided gunfire support for the troops ashore. Late in February, however, she departed the Italian campaign to return to the United States for necessary repairs. After a stop at Gibraltar on 11 February, she headed via Horta, Azores to Boston, Massachusetts, where she arrived on 25 February.