In early January I decided to do a trail run up Mount Watatic in Ashburnham Massachusetts from the parking area on Route 119 to the summit following the Wapack Trail. This is one of my favorite local runs. It's a quick run and a beautiful spot to watch the sunrise. On a clear day you can see Boston in the distance and in January the sun rises just behind the city.
Even in January the trail is still runnable, although you should definitely wear spikes. So many people hike this mountain that the trail becomes packed down and easy to follow. Running up in the dark before sunrise it wasn't too difficult to follow the trail with the combination of packed footprints in the snow and the yellow trail markers. I wouldn't try running this trail without spikes, the trail gets so packed that it was almost completely ice when I went up.
I made a YouTube Video about this trail run which you can see Here