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Massachusetts

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1,818 mi 2,926 km of trail 59 Runs

Gems 1 Gem Easy Trails 706 Trails Intermediate Trails 390 Trails Hard Trails 42 Trails
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Gems in Massachusetts - 1

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gem Favorite Big Bish Falls from above.

Bash Bish Falls

(1) Sheffield, MA

Runs in Massachusetts - 59

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Favorite Greetings from Panther Cave. Do you want to build a snowman?
Intermediate

Skyline Trail

7.5 mi 12.1 km • Loop • 846 ft Ascent 257.71 m Ascent

(28) Winchester, MA
Favorite Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge
Intermediate/Difficult

Mount Greylock Summit Loop

6.6 mi 10.6 km • Loop • 2,252 ft Ascent 686.53 m Ascent

(10) Adams, MA
Favorite View of the pond
Easy

Walden Pond

1.8 mi 2.9 km • Loop • 44 ft Ascent 13.43 m Ascent

(8) Concord, MA
Favorite View from the Great Blue Hill
Intermediate/Difficult

Blue Hills Loop

4.1 mi 6.5 km • Loop • 1,171 ft Ascent 356.87 m Ascent

(16) Dedham, MA
Favorite Long exposure of Doane's Falls.
Intermediate

Tully Lake Loop

4.7 mi 7.6 km • Loop • 335 ft Ascent 102.2 m Ascent

(7) Royalston, MA
Favorite View from one of the many knobs along the RFT.
Intermediate/Difficult

Robert Frost Trail

40.2 mi 64.7 km • Point to Point • 5,360 ft Ascent 1633.58 m Ascent

(2) Wendell, MA
Favorite Experiencing the Old King's Highway seems to bring you back in time.
Intermediate/Difficult

Pamet Loop

5.4 mi 8.7 km • Loop • 239 ft Ascent 72.87 m Ascent

(2) Truro, MA
Favorite Start of the Pine Trail
Easy/Intermediate

Pine Tree Trail

3.7 mi 6.0 km • Loop • 216 ft Ascent 65.94 m Ascent

(1) Pocasset, MA

Trails in Massachusetts - 1079

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89.7 mi 144.3 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate
Sheffield, MA
Intermediate
89.7 mi 144.3 km Sheffield, MA
0.8 mi 1.2 km #2Ice Glen Trail
Intermediate
Stockbridge, MA
Intermediate
0.8 mi 1.2 km Stockbridge, MA
2.2 mi 3.6 km #3Peabody Loop
Intermediate
Dover, MA
Intermediate
2.2 mi 3.6 km Dover, MA
0.5 mi 0.9 km #4Tannery Falls Trail
Intermediate
Adams, MA
Intermediate
0.5 mi 0.9 km Adams, MA
0.3 mi 0.5 km #5Fern Trail
Easy
Northampton, MA
Easy
0.3 mi 0.5 km Northampton, MA
1.8 mi 3.0 km #6Thunderbolt Trail
Difficult
Adams, MA
Difficult
1.8 mi 3.0 km Adams, MA
2.7 mi 4.4 km #7Shaker Mountain Loop Trail
Intermediate/Difficult
Pittsfield, MA
Intermediate/Difficult
2.7 mi 4.4 km Pittsfield, MA
3.9 mi 6.4 km #8Pocumtuck Ridge Trail
Intermediate
South Deerfield, MA
Intermediate
3.9 mi 6.4 km South Deerfield, MA
0.5 mi 0.8 km #9Needham Reservoir Trail
Easy
Needham, MA
Easy
0.5 mi 0.8 km Needham, MA
8.2 mi 13.3 km #10Bear Swamp Hiking Trail
Difficult
Charlemont, MA
Difficult
8.2 mi 13.3 km Charlemont, MA
1.1 mi 1.8 km #11Morses Pond Trail
Easy/Intermediate
Wellesley, MA
Easy/Intermediate
1.1 mi 1.8 km Wellesley, MA
1.4 mi 2.2 km #12Fire Tower Trail
Difficult
Shelburne Falls, MA
Difficult
1.4 mi 2.2 km Shelburne Falls, MA
2.7 mi 4.3 km #13Dome Trail
Intermediate/Difficult
Williamstown, MA
Intermediate/Difficult
2.7 mi 4.3 km Williamstown, MA
2.7 mi 4.3 km #14Hoosac Range Trail
Intermediate
North Adams, MA
Intermediate
2.7 mi 4.3 km North Adams, MA
1.1 mi 1.7 km #15Cascade Trail
Intermediate
North Adams, MA
Intermediate
1.1 mi 1.7 km North Adams, MA
10.9 mi 17.6 km #16Mahican - Mohawk Trail Section 4: Charlemont - Cold River
Difficult
Charlemont, MA
Difficult
10.9 mi 17.6 km Charlemont, MA
0.4 mi 0.7 km #17Awesome-Sauce Trail
Extremely Difficult
Saugus, MA
Extremely Difficult
0.4 mi 0.7 km Saugus, MA
0.3 mi 0.5 km #18Ragged Mountain South Peak Trail
Intermediate/Difficult
Adams, MA
Intermediate/Difficult
0.3 mi 0.5 km Adams, MA
2.7 mi 4.3 km #19Moraine Trail - Northern Section
Intermediate
West Falmouth, MA
Intermediate
2.7 mi 4.3 km West Falmouth, MA
12.4 mi 20.0 km #20Ashuwillticook Rail Trail
Easy
Dalton, MA
Easy
12.4 mi 20.0 km Dalton, MA

Photos of Massachusetts - 535

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Misty river at sunrise.
Jan 22, 2020 near Chester…, MA
Fall fog - no druids required
May 22, 2018 near Hopkinton, MA
Foliage in fall
May 22, 2018 near Upton, MA
While unnecessary, this water crossing certainly spiced up the run!
Jun 20, 2017 near Swansea, MA
Looking west from one of the many outlooks on this beautiful ridgeline.
Nov 18, 2016 near South A…, MA
Experiencing the Old King's Highway seems to bring you back in time.
Jul 5, 2017 near Truro, MA
Red-tailed hawk at Wachusett Meadow Wildlife Sanctuary.
Nov 18, 2016 near Princeton, MA
Views from Lenox Mountain summit.
Nov 18, 2016 near Lenox, MA

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