Although officially trailless, a well-defined herd path leads to the summit of Fort from North Brother.
The northeast side of Fort Mountain drains into Annis Brook, then into Wassataquoik Stream.
On June 20, 1944, a C-54-A cargo plane on the Newfoundland to Washington, D.C. leg of trans-Atlantic TWA Flight 277 from England was pushed 70 miles (110 km) north of its planned course by stormy weather, which prevented obtaining visual or radio location fixes.
The crew was unaware the aircraft had entered mountainous terrain and was still flying at the 4,000-foot (1,200 m) elevation appropriate for passing over Bangor, Maine.
The single passenger and all six crewmen were killed when the aircraft hit Fort Mountain.