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Routes
Hiking trails & Routes
United States
Vermont
Bennington County
North Bennington

The Mile-Around Woods

Easy

3.0

(4)

41

hikers

The Mile-Around Woods

00:41

2.56km

30m

Hiking

Embark on an easy hike through The Mile-Around Woods, a peaceful route spanning 1.6 miles (2.6 km) with a gentle elevation gain of 109 feet (33 metres). You can expect to complete this journey in about 41 minutes, enjoying a mix of open meadows, quiet farm fields, and mixed hardwood…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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B

2.56 km

End point

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Way Types & Surfaces

Way Types

1.27 km

1.15 km

135 m

Surfaces

1.27 km

1.08 km

160 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Tuesday 26 May

26°C

9°C

11 %

Additional weather tips

Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access The Mile-Around Woods trail?

The trail is located in North Bennington, Vermont. Parking is typically available at the main trailhead, providing easy access to the paths.

Is The Mile-Around Woods trail dog-friendly?

Yes, it's a popular spot for dog owners. Dogs are welcome, but please keep them leashed on entrance roads and within the wooded sections. Some open fields may allow for off-leash exploration.

Do I need a permit or pay an entrance fee to hike this trail?

No, you do not need a permit, and there are no entrance fees to enjoy The Mile-Around Woods trail. It's part of a private preserve dedicated to conservation and agricultural uses, open to the public.

What is the best time of year to hike The Mile-Around Woods?

The trail is accessible year-round. Spring offers wildflowers but can be muddy due to thaw. Summer brings lush greenery and the chance to see American Cream horses grazing. Fall showcases vibrant foliage, and winter is great for snowshoeing.

What is the terrain like on this trail?

The terrain primarily consists of gently graded carriage roads and forest paths. It's mostly packed earth or dirt, with minimal elevation change. While generally flat, you might encounter some roots in wooded areas, and it can get muddy in spring.

Is this trail suitable for beginners or families with children?

Absolutely! The Mile-Around Woods trail is considered easy with well-maintained, broad paths and gentle grades, making it ideal for all fitness levels, including families with children and those seeking a relaxed outdoor experience.

What kind of scenery can I expect along the route?

You'll experience a picturesque journey through open meadows, mixed hardwood forests, and quiet farm fields. There are distant views of the Green Mountains from higher meadows, and you'll pass rich stands of old timber and active agricultural fields. Benches are placed for enjoying the tranquil landscape.

Does this trail intersect with other well-known paths?

Yes, the route also passes through sections of the VTXL and the Historic Bridge trails, offering connections to other local paths.

Are there any historical points of interest on the trail?

Yes, the circular carriage road within the woods was laid out after the Civil War by Trenor Park, the builder of the nearby Park-McCullough House. The property has a rich history, having been in the McCullough family for over 200 years before being conserved.

What makes The Mile-Around Woods trail unique?

Its unique blend of historical significance, accessibility for all ages, dog-friendliness, and integration with active agricultural conservation land sets it apart. The varied scenery, from open meadows with mountain views to serene forests, offers a peaceful escape close to historic North Bennington.

How long does it typically take to hike The Mile-Around Woods?

Given its distance of approximately 2.5 kilometers and easy difficulty, most hikers can complete the loop in about 40-50 minutes at a leisurely pace, though you might want to spend more time enjoying the scenery.

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