Flag Mountain Trail is a 4 mile out and back trail located near Rhododendron, OR that offers scenic views and is rated as moderate. The trail is primarily used for hiking and mountain biking and is accessible year-round.
Directions from Sandy: Follow Hwy. 26 east to Rd. 2632. Take 32 south one mile, to a fork. Stay to the right on Rd. 2632-160 and look for the trail sign about 1/2 mile on the right.
Very difficult for older climbers. 500 foot assent in the first half mile.
I ran this trail. It is obscenely steep. However if mountain biking, it is relatively free of obstacles requiring one to dismount. I'm not sure if 3.2 out and back means 1.6 each way or 3.2 each way. There is a view that frames Mt Hood at what feels like 1.5miles and makes a natural turn around.. I continued on. The trail becomes less maintained beyond that but still passable.
The trail follows the spine of a mountain in fairly dense forest with periodic views.