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Hiking trails & Routes
United States
Vermont
Bennington County
North Bennington

Mile-Around Woods Trail

Easy

4.8

(6281)

14,804

hikers

Mile-Around Woods Trail

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

A

Start point

Parking

Get Directions

1

153 m

Carriage Road (Grove Road)

Highlight (Segment) • Trail

The Carriage Road is how most begin (and often end as well) their hike in the scenic, pastoral Mile-Around-Woods area. This bucolic segment of trail is west of the Park-McCullough …

Tip by

2

2.57 km

The Ledges

Highlight • Viewpoint

The Ledges is a clear, scenic spot in the from which you can see Mount Anthony, North Bennington, and the surrounding area across open fields. This is a great place …

Tip by

B

3.49 km

End point

Parking

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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

Elevation

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Weather

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Sunday 12 July

28°C

11°C

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Frequently Asked Questions

How long does it take to hike the Mile-Around Woods Trail?

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.

Is the trail suitable for beginners or families?

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.

Is the Mile-Around Woods Trail a loop or out-and-back?

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.

What is the terrain like on the trail?

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.

What can I see along the route?

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.

What is the best time of year to visit the Mile-Around Woods Trail?

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.

Is the Mile-Around Woods Trail dog-friendly?

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.

Are there any permits or entrance fees required for the Mile-Around Woods Trail?

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.

Where can I park for the Mile-Around Woods Trail?

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.

What makes the Mile-Around Woods Trail unique?

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.

Are there options to extend my hike beyond the main loop?

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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