Best trails near Woodstock

9 trails · 9 ranked · updated 2026-06-28 · off-season

Explore the best trails near Woodstock, 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 9 of 9 trails · best 15 shown on the map
O⛰
Overlook Spur Trail
#1 Overlook Spur Trail
2.2 mi away
Why 52: intrinsic quality
52Solid
M⛰
Mount Guardian Trail
#2 Mount Guardian Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
O⛰
Overloop Trail
#3 Overloop Trail
2.1 mi away
Why 51: intrinsic quality
51Solid
S⛰
Snake Rocks Trail
#4 Snake Rocks Trail
2.7 mi away
Why 51: intrinsic quality
51Solid
B⛰
Bradley Meadows Trail
#5 Bradley Meadows Trail
0.4 mi away
Why 50: intrinsic quality
50Solid
B⛰
Byrdcliffe Trail
#6 Byrdcliffe Trail
1.6 mi away
Why 50: intrinsic quality
50Solid
B⛰
Bearsville Nature Trail
#7 Bearsville Nature Trail
2.2 mi away
Why 50: intrinsic quality
50Solid
M⛰
Meads Meadow Trail
#8 Meads Meadow Trail
2.2 mi away
Why 50: intrinsic quality
50Solid
B⛰
Bearsville Music Trail
#9 Bearsville Music Trail
2.3 mi away
Why 50: intrinsic quality
50Solid

Trails near Woodstock

The Woodstock area has 9 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 Woodstock

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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