Best trails near Highland Falls

17 trails · 17 ranked · updated 2026-06-28 · off-season

Explore the best trails near Highland Falls, New York — every spot ranked by our conditions-aware Snoflo score: live conditions first, then visitor reviews and logged trips. Click a pin on the map for the score and what's driving it.

Showing the top 15 of 17 trails · best 15 shown on the map
A⛰
Appalachian Trail
#1 Appalachian Trail
2.9 mi away
Why 54: intrinsic quality
54Solid
O⛰
Osborne Loop
#2 Osborne Loop
2.9 mi away
Why 53: intrinsic quality
53Solid
O⛰
Osborn Loop
#3 Osborn Loop
3.0 mi away
Why 53: intrinsic quality
53Solid
P⛰
Popolopen Gorge Trail
#4 Popolopen Gorge Trail
2.3 mi away
Why 52: intrinsic quality
52Solid
B⛰
Brooks Pond Trail
#5 Brooks Pond Trail
1.3 mi away
Why 51: intrinsic quality
51Solid
P⛰
Popologen Gorge Trail
#6 Popologen Gorge Trail
1.8 mi away
Why 51: intrinsic quality
51Solid
T⛰
Timp-Torne Trail
#7 Timp-Torne Trail
1.9 mi away
Why 51: intrinsic quality
51Solid
M⛰
Major Welch Trail
#8 Major Welch Trail
2.2 mi away
Why 51: intrinsic quality
51Solid
H⛰
Hessian Lake Loop
#9 Hessian Lake Loop
2.3 mi away
Why 51: intrinsic quality
51Solid
P⛰
Popolopen Gorge Trail
#10 Popolopen Gorge Trail
2.5 mi away
Why 51: intrinsic quality
51Solid
G⛰
Glenclyffe Loop
#11 Glenclyffe Loop
2.8 mi away
Why 51: intrinsic quality
51Solid
S⛰
Summer Hill Road
#12 Summer Hill Road
3.0 mi away
Why 51: intrinsic quality
51Solid
T⛰
Twin Forts Trail
#13 Twin Forts Trail
2.0 mi away
Why 50: intrinsic quality
50Solid
H⛰
Hessian Lake Loop
#14 Hessian Lake Loop
2.3 mi away
Why 50: intrinsic quality
50Solid
A⛰
AT Connector
#15 AT Connector
2.5 mi away
Why 50: intrinsic quality
50Solid

Trails near Highland Falls

The Highland Falls area has 17 trails on Snoflo, ranked by live conditions, visitor reviews, and logged trips — so the best, closest options rise to the top.

How we rank the best trails near Highland Falls

How are these trails ranked?

Each gets a daily Snoflo score blending live conditions, visitor review ratings, and logged trips. The order reflects what's best right now and re-ranks every day.

How often does it update?

Daily, as new conditions, reviews, and trips arrive — so "best right now" means right now.

What do the numbers on the map mean?

Each pin shows that spot's current Snoflo score; tap it for the breakdown and a link to the full report.

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