Half the trail is walking the perimeter of a hay field along mowed path and half through the woods along Chandlers Brook. Very dog friendly with several groups with dogs while I was here. Should be good for cross country skiing and snowshoeing.
Went for a sunrise hike in this trail in early November. Pretty cold and windy but great view at the top. Trail was covered in snow (the trail is basically a road) so we had to work around that. A bit more challenging above tree line. Give yourself 2 hours at least to get up.
Was a good day. A little windy and cool. But typical for this season. A long hike into some dense areas. A few areas were a little tough to climb, but not difficult. There are a couple of down trees blocking the path, but easily able to walk around it. You will be ascending in some areas and once you get to the lake it is all worth it.