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Favorite Middlesex Fells, Medford, United States
Intermediate/Difficult Intermediate/Difficult

Skyline Trail

7.5 mi 12.1 km 846' Up 257.71 m Up 863' Down 262.89 m Down

Winchester, MA
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Favorite Looking north at the Pumpelly Ridgeline from the Summit of Mount Monadnock.
Difficult Difficult

Mt. Monadnock Summit Out-and-Back

4.4 mi 7.1 km 1,669' Up 508.7 m Up 1,668' Down 508.54 m Down

Troy, NH
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Favorite The Great Blue Hill Observation Tower
Difficult Difficult

Blue Hills Loop

4.1 mi 6.5 km 1,171' Up 356.87 m Up 1,165' Down 355.22 m Down

Dedham, MA
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Favorite The Ocean Loop Trail offers purely phenomenal views.
Easy Easy

Sachuest Point Figure-Eight

2.7 mi 4.4 km 58' Up 17.6 m Up 57' Down 17.43 m Down

Newport, RI
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Favorite A beautiful look at the fall leaves that are just beginning to turn color.
Intermediate Intermediate

Ponkapoag Pond Loop

4.4 mi 7.0 km 229' Up 69.67 m Up 228' Down 69.44 m Down

Milton, MA
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Favorite Thoreau's Cabin.
Easy Easy

Walden Pond

1.8 mi 2.9 km 44' Up 13.43 m Up 43' Down 13.18 m Down

Concord, MA
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Favorite Tower Hill Pond Loop Trail
Easy Easy

Tower Hill Pond Loop Trail

4.0 mi 6.5 km 101' Up 30.72 m Up 101' Down 30.68 m Down

Auburn, NH
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Favorite Looking north at the Pumpelly Ridgeline from the Summit of Mount Monadnock.
Difficult Difficult

Monadnock White Cross/Dot Loop

4.0 mi 6.5 km 1,775' Up 541.15 m Up 1,779' Down 542.16 m Down

Jaffrey, NH
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Favorite Experiencing the Old King's Highway seems to bring you back in time.
Intermediate/Difficult Intermediate/Difficult

Pamet Loop

5.4 mi 8.7 km 239' Up 72.87 m Up 239' Down 72.94 m Down

Truro, MA
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Favorite An autumn view of Boston from the Fells
Intermediate Intermediate

Wright's Tower Out-and-Back

0.9 mi 1.5 km 138' Up 42 m Up 137' Down 41.88 m Down

Medford, MA
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Favorite On top of the rock overlooking long pond.
Difficult Difficult

Long Pond (a.k.a. Moonrise Kingdom)

2.1 mi 3.3 km 180' Up 54.94 m Up 180' Down 54.96 m Down

Hope Va…, RI
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Favorite Bridge on Cascade Trail over Catamount Brook
Intermediate Intermediate

Catamount Hill Loop

3.9 mi 6.3 km 642' Up 195.67 m Up 644' Down 196.42 m Down

Allenst…, NH
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Favorite DRO_2887-1 Miller State Park, New Hampshire
Intermediate Intermediate

Pack Monadnock Loop

2.7 mi 4.4 km 782' Up 238.33 m Up 783' Down 238.66 m Down

Temple, NH
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Favorite Returning on the inland road under the winter sun.
Easy Easy

East Beach Loop

2.3 mi 3.7 km 16' Up 5 m Up 18' Down 5.36 m Down

Charles…, RI
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Favorite No Photos
Intermediate Intermediate

Blackall Family and Ballou Farm Preserve

3.8 mi 6.2 km 323' Up 98.6 m Up 325' Down 98.97 m Down

Cumberl…, RI
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Favorite Looking north at the Pumpelly Ridgeline from the Summit of Mount Monadnock.
Difficult Difficult

Monadnock - East Peak Loop

5.4 mi 8.7 km 1,805' Up 550.06 m Up 1,803' Down 549.68 m Down

Jaffrey, NH
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Favorite Greeting Tree at trailhead.
Intermediate Intermediate

Vernal Pool Loop

1.8 mi 2.9 km 99' Up 30.28 m Up 99' Down 30.03 m Down

Sharon, MA
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Favorite Pack Monadnock Summit
Difficult Difficult

Wapack and Back

43.0 mi 69.1 km 7,536' Up 2296.92 m Up 7,536' Down 2296.83 m Down

Ashburnham, MA
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Favorite The ultimate rocks and roots trail.
Intermediate/Difficult Intermediate/Difficult

Mount Watatic and Nutting Hill Loop

2.8 mi 4.5 km 644' Up 196.29 m Up 645' Down 196.55 m Down

Ashburnham, MA
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Favorite Taken last year at Borderland State Park.
Intermediate Intermediate

Borderland State Park Loop

4.6 mi 7.4 km 234' Up 71.21 m Up 227' Down 69.31 m Down

Easton, MA
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Favorite Descending the trails near North Mountain.
Intermediate/Difficult Intermediate/Difficult

Pawtuckaway North and South Mountain Linkup

7.5 mi 12.1 km 1,327' Up 404.53 m Up 1,267' Down 386.05 m Down

Nottingham, NH
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Favorite Fauna
Easy/Intermediate Easy/Intermediate

Escoheag Trail Loop

6.5 mi 10.4 km 556' Up 169.37 m Up 558' Down 170.11 m Down

Hope Va…, RI
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Favorite A nice trail around Hidden Lake with bridges and steps.
Intermediate Intermediate

Hidden Lake Out-and-Back

4.0 mi 6.5 km 135' Up 41.25 m Up 137' Down 41.64 m Down

Hope Va…, RI
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Favorite Start of the Pine Trail
Intermediate Intermediate

Pine Tree Trail

3.7 mi 6.0 km 216' Up 65.94 m Up 216' Down 65.98 m Down

Pocasset, MA
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Favorite There are many glacial erratics to come across.
Intermediate Intermediate

Table Rock - Canonchet Preserve

3.3 mi 5.4 km 231' Up 70.47 m Up 231' Down 70.49 m Down

Hopkinton, RI
Explore in 3D
Favorite Average high tide marker for 2025 and the intersection of Goose Pond Trail and Try Island Trail.
Easy/Intermediate Easy/Intermediate

Wellfleet Audobon Loop

1.7 mi 2.8 km 57' Up 17.47 m Up 58' Down 17.56 m Down

North E…, MA
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Favorite Clearing early during the ascent.
Intermediate Intermediate

Wachusett Friendly Loop

3.6 mi 5.7 km 832' Up 253.67 m Up 825' Down 251.36 m Down

Princeton, MA
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Favorite Massive cairn at the summit.
Intermediate/Difficult Intermediate/Difficult

North Pack Monadnock Mountain via Wapack Trail

3.1 mi 5.0 km 921' Up 280.65 m Up 921' Down 280.6 m Down

Greenfield, NH
Explore in 3D
Favorite West Thompson Lake makes for a great view along the Shoreline Trail.
Intermediate Intermediate

West Thompson Lake

7.2 mi 11.6 km 227' Up 69.34 m Up 224' Down 68.35 m Down

Thompson, CT
Explore in 3D
Favorite The great trail running fun does not end with winter. Bring the snowshoes or microspikes.
Intermediate Intermediate

Perimeter Trail

4.7 mi 7.6 km 364' Up 110.99 m Up 362' Down 110.43 m Down

Stratha…, NH
Explore in 3D
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