Mile-Around Woods Trail
Mile-Around Woods Trail
4.8
(6281)
14,804
hikers
00:56
3.49km
40m
Hiking
Embark on the Mile-Around Woods Trail for an easy hike through a pleasant mix of open meadows and quiet farm fields. This 2.2-mile (3.5 km) route features gently graded carriage roads, offering views of the Green Mountains and distant vistas of Mount Anthony. You will gain a modest 141 feet…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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153 m
Highlight (Segment) • Trail
Tip by
2.57 km
Highlight • Viewpoint
Tip by
3.49 km
End point
Parking
Way Types & Surfaces
Way Types
2.73 km
382 m
197 m
< 100 m
Surfaces
2.73 km
382 m
135 m
< 100 m
< 100 m
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Elevation
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Sunday 12 July
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This route was planned by komoot.
The main loop of the Mile-Around Woods Trail is approximately 1.3 miles long. Most hikers complete this in about 45 minutes to an hour, though the komoot tour data suggests a more leisurely pace of around 56 minutes for the 2.2-mile route. Opportunities exist to extend your hike, which would naturally increase the duration.
Yes, the Mile-Around Woods Trail is rated as easy and is highly suitable for beginners and families. It features predominantly flat, gently graded carriage roads and well-maintained forest paths with minimal elevation change, making it accessible for most.
The primary route through the Mile-Around Woods is a loop trail, following a historic circular carriage road. This makes for a convenient and varied hiking experience without retracing your steps.
The terrain is generally gentle and easy to navigate. You'll walk on a mix of well-maintained carriage roads and forest paths. There are minimal elevation changes, making it a comfortable walk through varied landscapes.
Along the route, you'll experience a mix of open meadows, mixed hardwood forest, and quiet farm fields. Notable features include the historic Carriage Road (Grove Road) and scenic viewpoints like The Ledges. You can also enjoy views of the Green Mountains, Mount Anthony, and West Mountain. During warmer months, you might even spot American Cream horses grazing in the lower pastures.
The trail is enjoyable year-round. In warmer months, you can see wildflowers and potentially horses in the pastures. It's also a popular spot for snowshoeing in winter, offering a different kind of beauty. The varied scenery makes it a pleasant visit in any season.
Yes, the trail is dog-friendly. However, dogs must be kept on a leash, especially in certain areas and at specific times, to ensure the safety and enjoyment of all visitors and wildlife.
No, there are no permits or entrance fees required to access the Mile-Around Woods Trail. It is part of a private preserve dedicated to conservation and agricultural uses, open to the public during daylight hours, thanks to its donation to The Fund for North Bennington, Inc.
Specific parking information is usually available near the trailhead. Given its connection to the Park-McCullough House, parking is often associated with that historic site or designated trailhead parking areas in North Bennington, Vermont.
This trail is notable for its historical significance, encompassing a circular carriage road laid out after the Civil War by Trenor Park, builder of the nearby Park-McCullough House. It's part of a private preserve dedicated to conservation, offering a blend of natural beauty, historical context, and easy accessibility, making it one of the region's best easy hikes.
Yes, while the main loop is about 1.3 miles, there are opportunities to extend your hike. The trail network connects to other woodlands and Park Street, allowing for longer excursions if you wish to explore further.
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