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New York
3.6 mi
Distance
658 ft
Gain
1h 32m
Time
No conditions check on file for this trail yet — always verify current conditions before you go.
Why you'll love it
Highlands Trail
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No permit or access details on file for this trail — check with the local land manager before you go.
The Highlands Trail is a scenic point-to-point hike in New York that traverses the picturesque Hudson Valley highlands region. This moderately-paced trail offers hikers a chance to experience the natural beauty of New York's elevated terrain with rewarding views and varied woodland scenery.
Bare Hill
~2 min drive
Quick point-to-point hike to Bare Hill with modest elevation gain.
Cliff Trail
~4 min drive
Short point-to-point trail featuring cliff views in New York.
Sterling Farm Trail (Red)
~5 min drive
Easy 0.60-mile out-and-back trail at Sterling Farm in New York.
Yellow Trail
~9 min drive
Easy 0.73-mile loop for a quick New York nature walk.
Leaf Trail
~9 min drive
Easy half-mile out-and-back woodland walk in New York.
Squirrel Trail
~10 min drive
Quick out-and-back trail for an easy woodland walk.
Maybrook Trailway - Hiking - Putnam Trailway to Hopewell Junction
~10 min drive
14.64-mile point-to-point rail trail from Putnam Trailway to Hopewell Junction.
Hudson Valley Greenway Trail (Brewster to Pawling)
~12 min drive
Scenic 9.2-mile point-to-point rail trail through Hudson Valley.
Hudson Valley Greenway Trail (Brewster Village)
~12 min drive
Quick point-to-point walk along the Hudson Valley Greenway in Brewster.
Diverting Reservoir Trail
~15 min drive
Easy point-to-point reservoir walk with scenic water views.