From September 29 through October 1, the "Virginia II" and the rest of the squadron attacked New Market Heights and Fort Harrison in conjunction with the Confederate Army; it was the largest operation north of the James River since Cold Harbor and would remain so until the end of the war. Once again, though, the "Virginia II" suffered difficulty, delaying her entrance into the battle. She had just received a new cannon, and in the rush to leave the dock, the supply ship "Gallego" became entangled in her anchor chain, causing the "Gallego" to sink.