Heading out to this trail from the sound: we fully expected possible rain/snow to interfere with our hike but we we only had to deal with a bit of drizzle.
The roads to the trailhead are pretty well maintained and in good shape; no visible snow, just watch for the ocassional big rocks. The area is pretty full of gunhappy folks on the weekend-- just a heads up.
The trailhead appears to now be immediately left of the road; it might of once went further down but the area for the lot and the posts blocking further travel down the road means that the trail is actually a not so terrible dirt road until you hit the actual trail sections.
The trail began to climb quite a bit; the first section of switchbacks makes for a pretty quick ascent but the constant views behind you make it worth it. I'm not sure that this section of trail would be very safe in snow conditions. The trail itself is pretty straightforward and in good shape and remains exposed as you scale up the side, so views are abound.
The last section through some of the forest before the lookout: The path cuts between a lot of underground, some sections up to knee high-- so bring or prepare for pants to get wet via the vegetation, very narrow section.
The lookout itself was in good shape but the clouds made some of the majestic views we anticipated to never really come into fruition; The weather changes constantly up there and it was worth the wait to see if it would clear much. The way back down was fine, just be cautious on the first section of switchbacks.
Hiked with a dog, water on trail, not really a good water source in area