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Favorite Heading up the Breakneck scramble in light snow
Difficult Difficult

Breakneck Ridge Trail

4.1 mi 6.6 km 1,735' Up 528.89 m Up 385' Down 117.5 m Down

Cornwal…, NY
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Favorite Across the street from the parking lot at the trailhead in Cold Spring Harbor.  Near winter solstice.
Intermediate Intermediate

Nassau-Suffolk Trail

19.5 mi 31.3 km 945' Up 287.89 m Up 976' Down 297.41 m Down

Cold Sp…, NY
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Favorite Sturdy bridges span wetland sections of the trail, keeping feet dry in wet conditions.
Easy Easy

Norwalk River Valley Trail

2.0 mi 3.2 km 156' Up 47.41 m Up 18' Down 5.63 m Down

Wilton, CT
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Favorite Top of the first pile of rocks near the start of the rock scrambling.
Difficult Difficult

Shore Trail (White): The Giant Stairs

2.0 mi 3.2 km 228' Up 69.45 m Up 249' Down 75.91 m Down

Hasting…, NY
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Favorite The Ocean Loop Trail offers purely phenomenal views.
Easy Easy

Ocean View Loop Trail

1.5 mi 2.5 km 40' Up 12.19 m Up 36' Down 11.12 m Down

Newport, RI
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Favorite Levy Preserve Merrick, Long Island, NY
Easy/Intermediate Easy/Intermediate

Norman J. Levy Outer Loop

1.7 mi 2.7 km 35' Up 10.76 m Up 31' Down 9.45 m Down

Freeport, NY
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Favorite Overlook at the intersection of Mt. Prospect Trail and the Appalachian Trail, looking northwest over Williamstown.
Intermediate/Difficult Intermediate/Difficult

AT: AMC - Berkshire Chapter (MA)

89.7 mi 144.4 km 15,444' Up 4707.35 m Up 14,639' Down 4461.95 m Down

Sheffield, MA
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Favorite Gorgeous tree roots through the glen
Intermediate Intermediate

Ice Glen Trail

0.8 mi 1.2 km 216' Up 65.98 m Up 68' Down 20.59 m Down

Stockbr…, MA
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Favorite No Photos
Intermediate Intermediate

Fox Hollow Main Trail

0.5 mi 0.9 km 70' Up 21.43 m Up 54' Down 16.51 m Down

Laurel…, NY
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Favorite Manorville Hills
Intermediate Intermediate

Manorville Hills

9.8 mi 15.8 km 691' Up 210.55 m Up 599' Down 182.45 m Down

Manorville, NY
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Favorite A scenic vista overlooking Saugatuck Reservoir.
Intermediate/Difficult Intermediate/Difficult

Saugatuck Trail

10.7 mi 17.3 km 907' Up 276.43 m Up 1,092' Down 332.76 m Down

Easton, CT
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Favorite The Needham Reservoir
Easy Easy

Needham Reservoir Trail

0.5 mi 0.8 km 8' Up 2.4 m Up 7' Down 2.23 m Down

Needham, MA
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Favorite No Photos
Easy Easy

Empire State Trail: Maybrook Trailway Section

25.5 mi 41.0 km 444' Up 135.43 m Up 615' Down 187.43 m Down

Brewster, NY
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Favorite Silent waters - Canoe Launch
Easy Easy

Shelton Lakes Recreation Path

4.4 mi 7.1 km 263' Up 80.29 m Up 223' Down 68.09 m Down

Shelton, CT
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Favorite 10/19/2019 @7:05am. Pine Hill trail during the sunrise.
Intermediate Intermediate

Pine Hill Trail

0.4 mi 0.7 km 499' Up 152.21 m Up 0' Down 0 m Down

Princeton, MA
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Favorite The Cascades
Intermediate Intermediate

Cascade Trail

1.1 mi 1.7 km 253' Up 77.17 m Up 3' Down 0.82 m Down

North A…, MA
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Favorite No Photos
Difficult Difficult

Lion's Head Trail

1.2 mi 2.0 km 576' Up 175.49 m Up 77' Down 23.38 m Down

Canaan, CT
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Favorite Gate next to tree for easement across private property. Be sure to close the gate.
Intermediate/Difficult Intermediate/Difficult

Perkins Trail

4.3 mi 6.8 km 525' Up 159.95 m Up 727' Down 221.7 m Down

Cold Sp…, NY
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Favorite A fork in the road.
Intermediate Intermediate

Sammy C Trail

3.2 mi 5.2 km 254' Up 77.47 m Up 264' Down 80.39 m Down

Charles…, RI
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Favorite No Photos
Difficult Difficult

Totem Trail

1.0 mi 1.6 km 722' Up 220.02 m Up 4' Down 1.17 m Down

Charlemont, MA
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Favorite Tight spot!  On the Kettletown Blue Trail South Lap
Difficult Difficult

Pomperaug Trail - Blue

1.7 mi 2.7 km 307' Up 93.56 m Up 173' Down 52.76 m Down

Southbury, CT
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Favorite The east end of the Yellow Trail in early fall.
Intermediate Intermediate

Yellow Trail

2.2 mi 3.6 km 501' Up 152.56 m Up 249' Down 75.94 m Down

Hamden, CT
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Favorite Observation tower.
Easy Easy

Fern Trail

0.3 mi 0.5 km 11' Up 3.4 m Up 2' Down 0.47 m Down

Northam…, MA
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Favorite Unnamed falls on Day Pond Brook
Intermediate Intermediate

Day Pond Brook Spur Trail

0.2 mi 0.4 km 1' Up 0.19 m Up 88' Down 26.89 m Down

East Ha…, CT
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Favorite No Photos
Intermediate Intermediate

Hawley Bog Trail

0.3 mi 0.5 km 1' Up 0.41 m Up 27' Down 8.09 m Down

Charlemont, MA
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Favorite Field along the Yellow Trail in Mashomack Preserve
Easy/Intermediate Easy/Intermediate

Yellow Trail

1.0 mi 1.7 km 88' Up 26.79 m Up 45' Down 13.63 m Down

Shelter…, NY
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Favorite Trail bridge
Intermediate Intermediate

Hemlock Brook Falls Spur

0.1 mi 0.1 km 0' Up 0 m Up 47' Down 14.37 m Down

William…, MA
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Favorite No Photos
Easy Easy

Norwalk River Valley Trail: Redding Mile

0.8 mi 1.3 km 20' Up 5.98 m Up 69' Down 20.98 m Down

Ridgefield, CT
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Favorite No Photos
Intermediate Intermediate

Pocumtuck Ridge Trail

3.9 mi 6.4 km 1,092' Up 332.88 m Up 1,073' Down 327.18 m Down

South D…, MA
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Favorite Meadow Trail
Intermediate/Difficult Intermediate/Difficult

Naugatuck (Blue) Trail

11.6 mi 18.6 km 962' Up 293.28 m Up 1,073' Down 327.03 m Down

Woodbridge, CT
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