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Vermont Hiking Trails

Appalachian Trail from Cloudland Road to Route 12 (5.2 miles)

Appalachian Trail marker Part of a 25 mile section of the AT that is easily accessible in the Woodstock area (see AT info), the section from Cloudland Rd to Route 12, crosses over DuPuis Hill, a bald summit with panoramic views.

Mt. Ascutney stands alone to the south. It also crosses the Old Kings Highway, a major eighteenth-century thoroughfare that ran from Boston to Lake Champlain.

The Hike: Immediately starting to climb, the trail reaches the summit of DuPuis Hill in .5 miles (see map). You follow an old town road with a stone wall on the east, pass an old four-way junction and reach a hilltop field with views to the south and west at 1.3 miles. Bearing right and descending steeply through mixed woods, at 1.5 miles, you cross paved Pomfret Road, a brook, turn right, ascend, then turn left and follow an old fencerow through woods and fields. You cross gravel Bartlett Brook Road at 2.2 miles ascend through a field and turn left. You cross another narrow dirt road, and another brook before crossing the notch between Totman Hill and Breakneck Hill at 3.2 miles. At 3.7 miles you cross a footbridge over Barnard Creek and paved Woodstock Stage Road Climbing to tree covered Dana Hill at 4.5 miles, you cross the corner of a hilltop field on a stile at 4.9 miles, and reach Route 12 at 5.2 miles.


Getting There: Cloudland Road is a dirt road that can be reached via River Road, past the Billings Farm just outside of Woodstock. Click "View on Google Maps" for a bigger map and driving directions. There is very little parking available.

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