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Bennington County

Bennington County

Easy hikes and walks in Bennington County

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hikes

Exploring Bennington County on foot is a delightful way to connect with nature. To help you make the most of your adventures, we’ve compiled the top easy hikes and walks in Bennington County. Perfect for short hikes, kid-friendly excursions, and family-friendly outings, these routes offer something for everyone.

Last updated: October 22, 2025

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1. Prospect Rock — Green Mountain National Forest

4.87km

01:43

300m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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2. Woodford State Park Loop — Bennington

3.85km

01:01

40m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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3. Harmon Hill via the Appalachian Trail — Bennington

5.38km

01:54

290m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4. Mile-Around-Woods Loop — Bennington

3.49km

00:56

40m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5. Clarksburg State Park loop — Berkshire County

4.74km

01:14

30m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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6. Equniox Mt Trailhead loop from Manchester

6.65km

01:51

130m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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7. Lake Paran loop from North Bennington

5.89km

01:33

60m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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8. West Side of Adams Reservoir – Footbridge over Small Stream loop from Woodford

3.24km

00:52

30m

40m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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3.0

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9. Prospect Mountain loop from Woodford

6.69km

01:58

180m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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10. Owl's Head Town Forest – Gettysburg Quarry loop from Dorset

3.80km

01:20

220m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Check out more Hikes throughout Bennington County below and find the perfect route in your destination.

Manchester Stamford Lye Brook Wilderness Dorset Glastenbury Wilderness East Dorset George D. Aiken Wilderness Manchester Center

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Easy hikes and walks in Bennington County

1. Prospect Rock — Green Mountain National Forest

2. Woodford State Park Loop — Bennington

3. Harmon Hill via the Appalachian Trail — Bennington

4. Mile-Around-Woods Loop — Bennington

5. Clarksburg State Park loop — Berkshire County

6. Equniox Mt Trailhead loop from Manchester

7. Lake Paran loop from North Bennington

8. West Side of Adams Reservoir – Footbridge over Small Stream loop from Woodford

9. Prospect Mountain loop from Woodford

10. Owl's Head Town Forest – Gettysburg Quarry loop from Dorset

Other adventures in Bennington County

Most popular routes in Bennington County

Most popular attractions in Bennington County

Get inspired with the komoot mobile app

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