04/23/2026
If you’re in Woodstock, these are the trails we keep coming back to (travel time to the Jackson included):
1. Mount Tom (Faulkner Trail) — 5 min
Our go-to. It’s a steady climb, but the view over the village never gets old.
2. Mount Peg — 5 min
Short and easy when you still want something beautiful—best at sunset.
3. The Pogue Loop — 5 min
Quiet, peaceful, and perfect for a slow morning walk around the pond.
4. Precipice Trail — 5 min
A little steeper, a little less busy—our favorite way up Mount Tom when we want some solitude.
5. Marsh-Billings-Rockefeller National Historical Park Trails — 5 min
Miles of gentle trails—great for wandering without a plan.
Save this for your next visit.