Cloudland Shelter via Appalachian Trail

Cloudland Shelter via Appalachian Trail is a 1.4-mile out-and-back in Woodstock & the Upper Valley, Vermont, climbing 264 ft to a high point of 1,622 ft. It's rated easy, and most hikers need about 0.8 hours of moving time.

1.4 miRound trip
264 ftElevation gain
1,622 ftHigh point
0.8 hEst. moving time
EasyDifficulty

Every number on this page is computed from the trail-snapped route geometry and a real elevation profile, not estimated from a map. You can open the full route in RidgeSync to see the elevation profile against your own pace, add camps, and build it into a multi-day trip.

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How hard is Cloudland Shelter via Appalachian Trail?

Cloudland Shelter via Appalachian Trail climbs 264 ft across 1.4 miles, averaging 189 ft of gain per mile — a gentle grade. It's an out-and-back: 0.7 miles each way, and you get a second look at the same terrain on the descent.

RidgeSync estimates moving time from the trail-snapped geometry and the real elevation profile rather than a flat miles-per-hour figure, which is why the estimate below is usually slower than a generic hiking calculator on steep New England tread.

Trailhead, parking and water

The start point is a trail junction rather than a formal lot, so check parking before you commit: roadside pull-offs are frequently posted, and town roads near trailheads are often unplowed or seasonally closed.

No mapped water sources sit within 0.75 mi of this route, so carry what you need for the full distance — generally two liters for a half day, and more in summer heat.

What you'll see

The route reaches Cloudland Shelter, part of the shelter network maintained along the region's long-distance trails. Shelters are first-come, first-served, so carry a tent as backup — arriving to a full shelter on a summer weekend is normal, not bad luck.

The route follows the Appalachian Trail for its main stretch.

When to go

Topping out at 1,622 ft, this one stays below the 2,500 ft mud-season line, so it dries out earlier and is a reasonable choice in late spring when the high ground is still off-limits.

Late September through mid-October is the best window here: firm trail, no bugs, and the clearest air of the year. The dependable season runs late June through mid-October. Winter turns the steeper pitches into a traction problem — microspikes are the minimum, and north-facing sections hold ice well into spring.

Regulations and Leave No Trace

Frequently asked questions

How long does Cloudland Shelter via Appalachian Trail take?

Most hikers take about 0.8 hours of moving time for the full 1.4 miles, before breaks. Add an hour or more if you're stopping for lunch at the top or hiking with a group at mixed paces.

How hard is Cloudland Shelter via Appalachian Trail?

It's rated easy: 1.4 miles with 264 ft of elevation gain, or about 189 ft per mile.

How long is Cloudland Shelter via Appalachian Trail?

1.4 miles round trip — 0.7 miles each way as an out-and-back.

How high is Cloudland Shelter?

The high point of this route is 1,622 ft.

Is there water on Cloudland Shelter via Appalachian Trail?

No mapped water sources sit within 0.75 mi of this route, so carry everything you'll need.

When is the best time to hike Cloudland Shelter via Appalachian Trail?

Late June through mid-October is the reliable window, with late September through mid-October usually the best of it. Because it stays below 2,500 ft, it opens earlier in spring than the high peaks.

Nearby hikes in Upper Valley

More like this

Near Woodstock, Killington, Ludlow

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Route data © OpenStreetMap contributors (ODbL). Elevation from USGS 3DEP / SRTM via AWS Terrain Tiles. Distances and elevation are computed from the route geometry, last rebuilt 2026-07-24.