Best
Trails of Massachusetts
hiking,
road biking, mountain biking,
walking, running,
#1.
Appalachian National
Scenic Trail: CT
& MA
This 2,155-mile national
scenic trail, journeying
from Springer Mountain,
Georgia to Mount Katahdin,
Maine, traverses the northwest
corner of Connecticut and
western Massachusetts, touring
forest, fie...
From the guidebook "Hiking
Southern New England"
Hiking
Trails
North Adams, MA - Hiking
- 138 miles
#2. Alander Mountain
Loop
The southwest corner of
Massachusetts on the tri-state
border of MA, CT, and NY.
In Mount Washington State
Forest, this demanding all-day
or overnight loop with side
spurs travels the South
Taconics,...
From the guidebook "Hiking
Southern New England"
Hiking
Trails
South Egremont, MA - Hiking
- 15 miles
#3. Blue Hills Reservation
Ten miles south of downtown
Boston. Three day hikes
of varying length and difficulty
explore key features of
the Blue Hills chain. Special
attractions: vistas, observation
towers, historic weather
st...
From the guidebook "Hiking
Southern New England"
Hiking
Trails
Boston, MA - Hiking - 4.5
miles
#4. Bash-Bish and
Alander Mountains
A hard hike over secluded
terrain and long stretches
of open ridge to perhaps
the very best view in the
Berkshires. In a region
known for spectacular views,
the hike along the summit
ridge of Alander ...
From the guidebook "Discover
the Berkshires of Massachusetts"
Hiking
Trails
Mount Washington, MA - Hiking
- 5.6 miles
#5. Cape Cod Rail-Trail
Among the most scenic recreation
trails in Massachusetts
and a favorite with cyclists
and day hikers, the Cape
Cod Trail provides access
to beaches, fresh water
ponds, cranberry bogs and
wild wetlands...
From the guidebook "Rails-To-Trails:
Connecticut, Rhode Island,
Massachusetts, Vermont,
New Hampshire, Maine"
Hiking
Trails
Harwich, MA - Rail-Trails
- 26 miles
#6. Belmont to Walden
Pond Cruise
John Allis, a three-time
Olympian, mapped this route
in 1972 by tracing the least
busy roads leading west
from Cambridge. You'll explore
the near-rural suburbs of
Lincoln, Sudbury, and Weston.
Since...
From the guidebook "Best
Bike Rides in New England"
Hiking
Trails
Belmont, MA - Road Biking
- 33 miles
#7. Lincoln Conservation
Land (Mount Misery)
The Mount Misery conservation
land provides excellent
views of the Sudbury River
and Fairhaven Bay, while
passing through a deeply
shaded hemlock forest and
a patch of open marsh. Wildlife
flourishes ...
From the guidebook "Nature
Walks in Eastern Massachusetts"
Hiking
Trails
Lincoln, MA - Hiking - 3
miles
#8. Middlesex Fells
- East
Feel like going on a four-hour
challenging hike in the
mountains of Vermont? Save
time and gas and head for
the 2,000-acre Middlesex
Fells, located just seven
miles north of Boston. It
boasts jagged p...
From the guidebook "Exploring
in and around Boston on
Bike and Foot"
Hiking
Trails
Stoneham, MA - Hiking -
5 miles
#9. Bascom Lodge,
Mount Greylock
A traditional lodge at the
top of the highest summit
in Massachusetts. A windblown
summit looming in mists
and tracked by the Appalachian
Trail, yet visited by tourists
who step out of their cars
dres...
From the guidebook "Roughing
It Easy in New England:
Outdoor Adventures Near
Lodgings"
Hiking
Trails
North Adams, MA - Hiking
#10. Race Brook
Falls and Mount Everett
A daylong adventure to mountain
cascades and up rocky windswept
ridges to the very top of
the southern Berkshires.
This is not a particularly
easy tramp, but it’s
definitely one of the nicest
hikes in...
From the guidebook "Discover
the Berkshires of Massachusetts"
Hiking
Trails
Sheffield, MA - Hiking -
5.4 miles
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popular Massachusetts trailsHiking
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