The Naches Peak Loop trail starts at the Lake Tipsoo parking lot. I wanted to walk the loop in the clockwise direction, but there were no signs at the parking lot. I drove 1/4 mile up the road to where there was a sign at the highway, so I winded up walking the trail counter-clockwise. Had I known, I should have walked from the Lake Tipsoo parking lot to the lake, where there is a sign showing where the trail heads up the hill towards Chinook Pass. The trail goes to the left of the lake (as you stand facing the lake).
Anyway, the trail was in good condition, although there was a lot of frost and frozen water on the trail. There are awesome views of Mt. Rainier and as the trail circles Naches Peak, a great view of Mt. Adams and of Dewey Lake. The trail drops back down to Chinook Pass and crosses over the freeway on a wooden bridge. The trail back to Lake Tipsoo is well marked just beyond the bridge.
I saw a couple of Elk and several deer along the way. Lake Tipsoo was just starting to show ice along the edges. It took me and hour and a half, and that was with many stops to take pictures of the beautiful scenery! It won't be long before snow closes the trail, so try to pick a sunny day and do the loop. It is well worth it!