Little Tooky Trail, Hopkinton NH


• 3-star hike
• 1 mile loop
• Easy | Gain 70 feet
• Hopkinton, NH | Merrimack Region
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A person walks along a leaf-covered forest trail during daylight in autumn, surrounded by tall deciduous trees with golden and brown foliage. Sunlight filters through the canopy, casting dappled light across the path and illuminating the rich textures of fallen leaves. In the foreground, a green trail sign is mounted on a tree trunk. The sign reads “Little Tooky Trail” in white text, with a white hiker icon and an arrow pointing forward, indicating the trail direction.
This trail sign actualy points away from the looping trail.

The Little Tooky Trail is a one-mile loop on the 48-acre Rollins property, accessed from a small parking area 0.2 miles down Little Tooky Road. The trail was built in 2019 through a collaboration between the Hopkinton Conservation Commission and Boy Scout Troop 77.

For approximately one-third of its length, the trail follows the wide railbed of the historic Concord-Claremont Railroad. This section offers level, easy walking on what remains of the 19th-century rail corridor. The flat grade and open character of the former railroad bed contrast sharply with the remainder of the route. For information about more trails along this old railbed, see the rail trail link in the 'Trailspoting Nearby' section at the foot of this page.
3★ Little Tooky Trail   1.1 mi loop, easy, gain 70 ft
GPX File · AllTrails · Directions GPX?
 P  Free parking

The rest of the trail transitions to narrow, single-track paths that wind through oak-pine forest. These woodland sections feel more remote and require attention to footing. Evidence of the property's agricultural past appears throughout—stone walls mark old property boundaries, and recent logging operations have created openings where raspberries and blueberries grow.

The trail is suitable for hiking, snowshoeing, and cross-country skiing. Parking at the trailhead accommodates several vehicles. From Contoocook Village, the trail can be accessed via a connector route that begins at Riverway Park and passes through Contoocook Cemetery before reaching the Little Tooky Road trailhead.

Left image: A person in a navy jacket and orange safety vest walks away from the camera along a narrow dirt trail covered in brown fallen leaves, surrounded by bare deciduous trees with some evergreens mixed in; bright blue sky visible through the branches above. Right image: The same person in identical clothing walks away on a wooden boardwalk or footbridge with railings that cuts through similar leafless woodland; the elevated walkway has weathered gray-green planks and appears to traverse a small ravine or wetland area with leaf litter below; warm golden afternoon light filters through the bare trees creating long shadows.
Wide rail trail and narrow single-track sections.

Tangents:
• Official: Hopkinton Conservation Commission
• Other Links: Contoocook Railroad Museum
• Facebook Group: Comment, Follow Us


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