Mt. Watatic in Ashburnham, MA is a very popular local hike . It is not uncommon to see several people on top when hiking. Last spring we wanted to hike it, but wanted to try a different trail. We decided to take the back way up the mountain.
We parked at the end of Watatic Mountain Road. From Route 119 turn onto Pillsbury Road, then take a left onto Bennett Road and another left onto Watatic Mountain Road and parked at the end. Their are some private properties to make sure you park in an appropriate place.
There are several trails you can take to go up the backside, most of them are old downhill ski trails that eventually lead to the summit. It's a little over a mile to the top and the trail is fairly steep, but it is nice because not a lot of people go this way.
Unfortunately the day we hiked we didn't get much of a view because of the clouds coming it, but it was still a nice hike.
One clear days you can see toward Boston and the north part of the Wapack Trail.