Mount McLoughlin dominates the northeastern sky over Medford, OR much the same way Hood does Portland and Rainier does Seattle, just on a smaller scale in cities and peaks. It's had many names, both native and not. Many still know it as Mount Pitt, named after California's Pit River. It's the sixth highest Cascade peak in Oregon but relatively unknown. From the west it looks like a pretty smooth cone but the north side it has some large gouges with a large thumb-shaped plug. It's a relatively easy hike to the summit with views that can include Shasta and Lassen Peak to the south and Crater Lake/Mt. Thielsen to the north. This is the highest peak between Shasta and South Sister.
There is only one trail to the summit, the Mt. McLoughlin Trail. Click that link for great info regarding the trail and see the route on this page as well.
Take I-5 to Medford, OR where you pick up Highway 62 east. Take that about 6 miles to Highway 140 and head east about 30-35 miles. From there there are two ways to get to the trailhead. If you have a high-clearance vehicle and can spot the small brown "Trailhead Summit" sign at a Sno-Park lot, you can pick up Four Mile Lake Road 3650. It appears to be a nice gravel road at first but maintenance ends and it becomes a dirt and large rock-filled "road" up to the trailhead. Otherwise, from Highway 140, you can continue east on 140 past the Lake of the Woods Visitor Center where you turn left at a "Fourmile" Lake pointer (Road 3661). Take this 2.9 miles to an intersection with Road 3650 and turn left to the trailhead. This way is on all gravel roads.