Explore the best trails in Massachusetts with detailed reviews, photos, trail maps, and driving directions curated by hikers, campers and nature lovers like you.
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cross country skiing
Briscoe R. on Norris Reservation Trail
This is a really great place to walk. Contrary to other reports, Norris is open all year. Very friendly people. Nice ponds, a stream, great for dogs. One of my favorite places to walk. If it's busy, you can park on the street or across the street at the Post Office without a problem.
Steph C. on Bash Bish Falls Trail
My family and I started on the NY side. The trail ran mostly alongside a beautiful stream with many prominent signs specifying "no swimming." Given the many posts about the great swimming, I found this quite amusing. The hike was slippery because of all the leaves and recent rain. Saw many pups along the route... some muddier than others. Easy incline the whole way. The waterfall was a beautiful sight although decending the steps with the ice on the ground was a bit tricky. Beautiful clear water! The waterfall at the end was worth the icy stairs. I'm sure this hike is beautiful in the warmer months! Good for pups and kids.
Eva A. on Ridge Hill Reserve
Nov 2016: We took a family hike with our daughter and two granddaughters, 10 and 8 years old.
This was an easy hike, but challenging enough since there are tree roots and rocks to look out for in places along the path. Lots to see and the kids thoroughly enjoyed it. We all agreed it was a great time and would come back again.
Eva A. on Monument Mountain Trail
Thanksgiving 2016: This trail offered beautiful surroundings in nature and varied terrain. We hiked a couple of days after a snowfall, but it wasn't too deep and the trails were still walkable.
We started on the Indian Monument trail. After 100 feet or so, we lost track of the footprints in the snow. We couldn't find the path, so we turned around and went up Hickey. It was moderately challenging, but even for a 60-year-old out of shape woman, very doable. I took my time, and stopped to admire the spectacular snow-covered sights.
Hickey was icy on parts and steep a couple of times. We had to climb up some rocks but not too large or difficult. I knew I wouldn't be able to go back down that way. Especially because my legs were feeling a bit rubbery.
We got a late afternoon start and considering the early winter sunset, we didn't attempt to make it all the way to Squaw Peak. Instead we took Indian Monument back, which was a lovely and easy trek down.
Towards the end, we discovered that because of the snow, hikers had opted to leave the path and walk along the highway. That's why we couldn't follow the path at the beginning. In the end I was super happy we started with the more challenging Hickey and ended with Indian Monument.
Would definitely do this again next time we are in the Berkshires. And leave an hour earlier to leave time to make it to the very top.
Be sure to bring snacks and water!