Tom, Dick and Harry Mountain Professional Review and Guide
"Cross-country skiers avoid this route because it is steep, has multiple switchbacks, and often gets rutted out. This makes it a great spot for snowshoers since these difficulties seldom hinder a determined ’shoer. The only skiers you’re likely to see on top of Tom, Dick and Harry Mountain are backcountry telemark skiers who are after the bounty of powder that awaits in the bowls below the ridgeline summit. Never mind the ridiculous name, it’s a spectacular location; the long ridge of Tom, Dick and Harry faces directly into the southwestern slopes of Mount Hood. According to Lewis McArthur, author of Oregon Geographic Names, the mountain got its name because of the three distinct humps in its half-mile-long summit ridge.
The trailhead is conveniently located at the Mirror Lake Sno-Park on Highway 26. You’ll find it less than a mile from the western limits of Government Camp, which is approximately 90 miles southeast of Portland via Highway 26. The Mirror Lake Sno-Park is really just a wide spot on the sometimes-hectic Highway 26, so watch for the trailhead carefully."