Oregon’s third-tallest mountain, South Sister, is 10,358-feet with a rugged, steep, dry path to the top. It’s best climbed between August and mid-October, but weather can change quickly and you should not attempt to climb in anything but perfect weather. You’ll see wildflowers along the way, and can see half the state from the summit (a broad, snowy crater with a small lake). Make sure to have plenty of water, sun protection, and gear to keep you warm and dry if a storm takes you by surprise. Pack out your toilet paper and all trash (or better yet, use the facilities at the trailhead). Keep in mind that the trailhead parking area serves multiple popular trails, so plan ahead and carpool.
This is a difficult hike that is 11.8 miles out and back. It is extremely popular, and it is recommended to hike the trail during the week, if possible.