Thompson Hill, Hillsborough NH

• 3-star hike
• 2 mile loop
• Easy | Gain 745 feet
• Hillsborough, NH | Monadnock Region
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The image shows a forest scene with a trail running through it. The trail is marked by a yellow blaze painted on a large rock in the foreground. The forest is dense with tall trees, and the ground is covered with rocks and fallen leaves. The sunlight filters through the leaves, creating a dappled light effect on the forest floor.

This pleasant hike local to the town of Hillsborough will likely fill you with solitude on this two-mile loop through oak forest, past stone walls, wildflowers, and apple trees left from early farms.

We rate this trail as easy, but with the caveat that you'll be gradually hiking over seven hundred feet to the summit of Thompson Hill. At the summit we found some great peek-a-book views towards Mount Monadnock when we visited in late summer, though at other times of year the views can be even better.

Beginning in forest and after a couple of unexpected turns, the trail heads up the forgiving South-facing slope of Thompson hill, over a stream and past what appears to be the source of a spring - though I wouldn't recommend drinking from it. Patches of sky become more frequent as you ascend, and after small fields of fern and a couple of false summits, you'll arrive at the top - marked solely by your sense of achievement.

Trail Options Expand KML · Google Earth ·

⬤ 3★ Thompson Hill Loop 2.1 mi loop, easy, gain 750 ft
AllTrails · GPX File · Directions GPX?

We prefer the clockwise route to tackle the hill, followed by a looping trail back downward, past a towering rock cairn and tracing a stone wall for a time. The descending trail is slightly longer but less steep.

You'll find the trailhead 2.5 miles along the unpaved Country Road, marked by a couple of signs. There is room for only a couple of vehicles here, but with this lightly used trail it shouldn't be a problem. Note that the trail is two miles, and not 1.5 miles as stated on the Forest Society's map.

The image shows a cluster of small white flowers with yellow centers, likely a type of wildflower, set against a blurred green background. The flowers are delicate and numerous, creating a visually appealing and natural scene.

Tangents:
• Official: Wenny Baker Forest
• Public Map at AllTrails: Thompson Hill Trail
• Facebook Group: Comment, Follow Us

Trailspotting Nearby
4★ Fox Forest (3-6 mi) · 4★ Craney Hill & Pats Peak (1-3 mi) · 4★ Brown's Way Rail Trail (4 mi) · Show Map

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