Best Snowshoeing in Massachusetts

This list represents the most popular snowshoeing in Massachusetts. Use this list to plan your next Massachusetts snowshoeing trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Douglas State Forest Trail


This gently lovely area of forests, kettle ponds, and wetlands is proof that one doesn’t need to conquer a summit to enjoy great scenery. In wintertime, the American chestnut trees that flank the park…
From the guidebook "Snowshoe Routes: New England"
Webster, MA - Snowshoeing - 4.5 miles
Published by The Mountaineers Books

#2. Mount Holyoke/Skinner State Park Trail


“Nobody knows we’re out here! It’s all about Boston, Cape Cod, and the Berkshires," complained a local innkeeper. ’Tis true, alas. This area of the state doesn’t get a lot of attention. It is better k…
From the guidebook "Snowshoe Routes: New England"
Hadley, MA - Snowshoeing - 1.6 miles
Published by The Mountaineers Books

#3. Wachusett Mountain State Reservation Trail


Wachusett Mountain is home to a busy alpine ski area, but who cares when the rewards of trekking are so sublime? Bag the 2006-foot peak of Mount Wachusett, and you’ll enjoy a bird’s-eye view of the Bo…
From the guidebook "Snowshoe Routes: New England"
Leominster, MA - Snowshoeing - 4 miles
Published by The Mountaineers Books

#4. Spruce Hill Trail


“l knew I’d made it as a ranger when I landed here!" a park ranger told us of his job at Savoy Mountain State Forest. Other rangers, at other Massachusetts state parks, concur; this one is special.…
From the guidebook "Snowshoe Routes: New England"
Adams, MA - Snowshoeing - 3 miles
Published by The Mountaineers Books

#5. Minute Man National Historic Park: Battle Road Trail


This historic woodland-and-meadow trek doesn’t stray far from settled areas but is quaint and pleasant nonetheless, particularly in spring and fall.…
From the guidebook "AMC's Best Day Hikes Near Boston"
Concord, MA - Hiking, Snowshoeing - 5 miles
Published by Appalachian Mountain Club Books

#6. Great Brook Farm State Park Trail


After a heavy, wet snow, Great Brook can be like a kayaking trip through Florida’s mangrove swa1nps-a lovely, tangled adventure. You’ll tunnel your way under dense canopies of brush, and duck under ar…
From the guidebook "Snowshoe Routes: New England"
South Chelmsford, MA - Snowshoeing - 3 miles
Published by The Mountaineers Books

#7. Parker River National Wildlife Refuge at Plum Island


Plum Island is a premier destination for birding in the Northeast.…
From the guidebook "AMC's Best Day Hikes Near Boston"
Newburyport, MA - Hiking, Snowshoeing - 1.4 miles
Published by Appalachian Mountain Club Books

#8. Walden Pond


Although Walden Pond is not remote and you won’t be alone, you somehow feel miles away from civilization. Indeed, you are at the heart of the beginnings of the American conservation movement.…
From the guidebook "AMC's Best Day Hikes Near Boston"
Concord, MA - Hiking, Snowshoeing - 3 miles
Published by Appalachian Mountain Club Books

#9. Oxbow National Wildlife Refuge Trail


The theme on this easygoing family hike is beavers. Evidence of beavers is everywhere, from three huge beaver lodges to the countless felled trees and tree stumps gnawed by these toothsome critters. W…
From the guidebook "Snowshoe Routes: New England"
Still River, MA - Snowshoeing - 1.9 miles
Published by The Mountaineers Books

#10. Weir Hill Reservation Trail


During the warmer months, Lake Cochichewick is abuzz with activity. Students from the nearby Brooks School ply the waters of the 592-acre lake in sailing dinghies or sculls, while residents jog the la…
From the guidebook "Snowshoe Routes: New England"
North Andover, MA - Snowshoeing - 1.9 miles
Published by The Mountaineers Books

#11. Mount Toby Trail


lf you’re looking for a good day hike that really delivers in terms of scenery, summits, and a solid workout, you won’t do better than this Pioneer Valley favorite. In the summer, Mount Toby State Res…
From the guidebook "Snowshoe Routes: New England"
South Deerfield, MA - Snowshoeing - 5.5 miles
Published by The Mountaineers Books

#12. Pleasant Valley Wildlife Sanctuary Trail


Beaver lodges, winter birds, and crackling, iced-over ponds-these are the features that draw snowshoe hikers to this lovely, 1400-acre property owned by the Massachusetts Audubon Society, set on the e…
From the guidebook "Snowshoe Routes: New England"
Lenox, MA - Snowshoeing - 2.5 miles
Published by The Mountaineers Books

#13. Freetown-fall River State Forest


The attractions of this expansive preserve include good vistas, trout fishing in Rattlesnake Brook, and cross-country skiing.…
From the guidebook "AMC's Best Day Hikes Near Boston"
Assonet, MA - Hiking, Snowshoeing - 0.5 mile
Published by Appalachian Mountain Club Books

#14. Mount Greylock Trail


Climbing the east side of Mount Greylock, Massachusetts’ highest peak, via the Gould Trail is one of our favorite hikes, for a couple of reasons. First, there’s parking at the trailhead, reachable eve…
From the guidebook "Snowshoe Routes: New England"
Maple Grove, MA - Snowshoeing - 6 miles
Published by The Mountaineers Books

#15. Bradley Palmer State Park


This loop follows the Ipswich River as it cuts between Bradley Palmer State Park and the adjacent Willowdale State Forest. Together they offer 721 acres and over 20 miles of trails. For a small samp…
From the guidebook "Hiking Massachusetts"
Topsfield, MA - Birding, Cross-Country Skiing, Hiking, Horseback Riding, Mountain Biking, Snowshoeing - 2.5 miles
Published by Falcon Guides

#16. Crane Beach Loop


Five miles of trails wind through more than 1,200 acres of whitesand beach and dunes along both sides of Castle Neck.…
From the guidebook "AMC's Best Day Hikes Near Boston"
Ipswich, MA - Hiking, Snowshoeing - 3 miles
Published by Appalachian Mountain Club Books

#17. Upton State Forest Trail


The first time we ever hiked here, in springtime, we were greeted by an unusual sight; a parade of people dressed in Renaissance garb spilled out of the woods—a role-playing group, the Society of Crea…
From the guidebook "Snowshoe Routes: New England"
Upton, MA - Snowshoeing - 3.3 miles
Published by The Mountaineers Books

#18. Walden Pond State Reservation Trail


Walden Pond, once home to author Henry David Thoreau, is a beloved local landmark. In summer, it is perhaps a bit too beloved-so many people throng to this swimming hole (a kettle pond) on a hot summe…
From the guidebook "Snowshoe Routes: New England"
Concord, MA - Snowshoeing - 1.7 miles
Published by The Mountaineers Books

#19. Ravenswood Park Trail


Most people think of the sea when they think of Gloucester. This seaport city is, after all, a working fishing port and home to the famous “Fisherman at the Wheel" statue on Stacey Boulevard, sculpted…
From the guidebook "Snowshoe Routes: New England"
Gloucester, MA - Snowshoeing - 4.8 miles
Published by The Mountaineers Books

#20. Hoosic River/ Ashuwillticook Trail


The word “Ashuwillticook" (ASH-oo-Will-ti-COOK) is the Native American name for the south branch of the Hoosic River, and it translates to something like “the pleasant river in between the hills." Pro…
From the guidebook "Snowshoe Routes: New England"
Cheshire, MA - Snowshoeing - 11.2 miles
Published by The Mountaineers Books