Best Snowshoeing Trails in Massachusetts

Embrace this season of snow by strapping on some snowshoes! If you are looking for a fun, outdoor adventure with your family this winter, snowshoeing is the perfect activity to get you out and enjoying the snow! It’s an easy and inexpensive way to enjoy nature and time with the kids! Check out the list below of local snowshoeing trails in Massachusetts!



Snowshoe Trails in Gloucester

Ravenswood Park Trail

This beautiful park offers 600 acres of beautiful views and trails. There are 10 miles of paths and trails throughout the park that are perfect for cross country skiing and snowshoeing. The two mile round trip Ledge Hill Trail is perfect for kids! The park is open year round, daily, sunrise to sunset. Please allow a minimum of two hours.


Snowshoe Trails in Lenox

Pleasant Valley Wildlife Sanctuary Trail

Along the seven miles of trails, you will see beaver lodges, winter birds, iced over ponds and wildlife. The trails are usually quiet which makes for a pleasant day outdoors in the snow.  If you are looking for a short hike, Pikes Pond Trail is an easygoing 30-minute walk around the wetlands. The trail begins near the sanctuary office.  


Snowshoe Trails in North Adams

Mount Greylock Trail

The Gould trail is on the east side of Mount Greylock. There is parking at the trailhead and the trail is right near North Adams. The trail was named for a local family who owns and operates a farm at the base of the mountain. The trail is perfect on a sunny Sunday because it is lightly used. If you don’t feel like tackling the summit, you can hike to the beautiful waterfall that is about 1.6 miles in. The total length is 6 miles and takes about 5 hours. It is a difficult trail.


Snowshoe Trails in Pine Cobble Trail

Pine Cobble Trail runs alongside Sherman Brook for a long stretch which allows you to see beautiful ice sculptures in frozen waterfalls. With nearly 100 miles, the trail is a great place for snowshoe hikers. Be sure to watch for deer tracks along the trail! 


Snowshoe Trails in North Andover

Weir Hill Reservation 

Weir Hill Reservation offers four miles of trails and the highest point is 308 feet. Trails along the property can take you along Lake Cochichewick for about two miles or you can hike up the back of Weir Hill to enjoy the view at the top. On a clear day, the views stretch to Mount Wachusett beyond Worcester and to Mount Monadnock in New Hampshire.


Snowshoe Trails in Princeton

Wachusett Mountain State Reservation Trail

345 Mountain Road


Once you get to the peak, you will get to enjoy a beautiful view. Look to the east for a great view of the Boston Skyline, the west for Mounts Tom and Greylock, Worcester to the south and Mount Monadnock in New Hampshire to the north. It’s also a great spot to see a hawk or eagle especially during the fall migration.


Snowshoe Trails in South Hadley

Mount Holyoke/Skinner State Park Trail

Mount Holyoke is a great place for hiking and snowshoeing! Most of the lands around the peaks are protected by state parks and conservation lands. The summit of Mount Holyoke offers great views and different snowshoe hike options ranging from easy to more challenging trails.


Snowshoe Trails in Upton

Upton State Forest Trail

Upton State Forest is usually overlooked in the winter but it is absolutely beautiful with its thickly forested paradise of white pine and maples.  There is a great three mile loop that can be shortened using the unpaved Park Road to Dean Pond which allows you to circle back to Loop Road. It’s an easy trail for kids and beginner snowshoe hikers.


Snowshoe Trails in Williamstown

Hopkins Memorial Forest

In the 2500 acre research forest, there are several cross country and snowshoe trails. The lower loop is an easy one and a half mile loop through the beautiful forest. The Upper Look trail is a little bit longer at almost three miles. The Upper Loop trail follows rolling terrain that runs higher along the ridgeline.  If you happen to take a trip in March, keep your eyes out for maple sugaring! Restrooms, maps and information are available at the Rosenberg Visitor Center.

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15 Jan 2016

By Boston Parents Paper