Short Version - Being a two point hill two or more hours from Portland, Green Point Mountain doesn't get much love. But from a single trailhead you can pair it with Mount Defiance or if you want to do an overnight, three or four other hills near Lost Lake. Greenpoint has an open summit, great views north and south, and plenty of trees on which to hang a wire. ATT service is good and, like Mount Defiance, you might be able to activate it using a 2M HT with a decent antenna.

Short Version - the Mount Defiance hike from the gorge (north) side is a project, with roughly ten miles RT hiking and 4900 feet of elevation gain. But there are other options, including a southwest approach that is six miles RT and 1100 feet or so of climbing. This writeup describes the southwest approach on trail 413, which begins on Dead Point Road at (45.63628, -121.74261). The drive from Hood River is about an hour on a combination of paved and dirt roads.

Divide Butte is a 2 point drive-up summit located in the Mouth Hood National Forest. It takes about 2 hours from Portland but can be combined with South Fork Mountain (W7O/WV-030). It is South of Estacada and SE of Molalla. The summit (and nearly entire area) is a burn scar. Expect downed trees early season or after a storm and bring a saw or chainsaw.