Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United States
Vermont

Bennington County

The best walks and hikes in Bennington County

4.7

(78)

1,060

hikers

64

hikes

Hiking in Bennington County explores the southwestern corner of Vermont, a region defined by the Green Mountains. The area features dense woodlands within the Green Mountain National Forest, with trails often following sections of the co-aligned Appalachian and Long Trails. The terrain includes rolling hills, mountain ascents, and paths leading to features like waterfalls and scenic vistas.

Best hiking trails in Bennington County

  • The most popular hiking route is Lye Brook Falls Trail, a 2.3 miles (3.6 km) trail…

Last updated: May 13, 2026

8

hikers

#1.

Harmon Hill and Scrub Hill

13.6km

04:17

620m

260m

Harmon Hill and Scrub Hill offers a moderate hike spanning 8.5 miles (13.6 km), featuring a significant elevation gain of 2051 feet (625 metres). Expect a demanding ascent, particularly during…

Navigate with device

Send to Phone

Save

Moderate

5

hikers

3.64km

01:12

260m

30m

Embark on the Lye Brook Falls Trail, an easy hiking route that winds through Vermont's Green Mountain National Forest. You will hike 2.3 miles (3.6 km), gaining 844 feet (257…

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

5

hikers

10.5km

03:56

690m

690m

Embark on the Dorset Peak Trail for a moderate hike that takes you through varied terrain in the Green Mountain National Forest. You will cover 6.5 miles (10.5 km) with…

Moderate

4

hikers

2.56km

00:41

30m

30m

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…

Easy

The Gilbert's Lookout and Owls Head Trail offers a moderate hiking experience through lush forested areas in Vermont. You will cover 3.6 miles (5.7 km) with an elevation gain of…

Moderate

3

hikers

4.50km

01:10

10m

50m

Embark on an easy hike along the Branch Pond Trail, a route that covers 2.8 miles (4.5 km) with a gentle elevation gain of just 34 feet (10 metres). You…

Easy

The Bourne Pond and Stratton Pond via Long Trail (Appalachian Trail) offers a challenging hiking experience through Vermont's Green Mountain National Forest. You will traverse diverse landscapes, moving through mixed…

Hard

5.0

(1)

2

hikers

2.56km

00:39

10m

10m

The Healing Springs Trail offers an easy hike through varied landscapes, perfect for a quick escape into nature. You'll wind through peaceful forests and wetlands, enjoying scenic views of Lake…

Easy

1

hikers

Embark on the Spruce Peak via Long Trail, a moderate hike that covers 2.3 miles (3.7 km) with an elevation gain of 402 feet (122 metres), typically completed in 1…

Moderate

5.0

(1)

1

hikers

4.22km

01:07

40m

40m

Embark on the Beaver Pond Loop for an easy hike that winds through varied terrain, offering a peaceful outdoor experience. You will navigate forested sections and open meadows, with the…

Easy
Sign up for free to see 55 more hikes in Bennington County.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Bennington County

Hiking around South Shaftsbury

Hiking in George D. Aiken Wilderness

Hiking around Old Bennington

Hiking around Manchester Center

Hiking in Glastenbury Wilderness

Hiking around Bennington

Hiking in Lye Brook Wilderness

Hiking around East Dorset

Hiking around Stratton Mountain

Hiking around Manchester

Other adventures in Bennington County

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

Lisa
September 22, 2023, Spruce Peak

This petite peak offers great views out over the Manchester Valley, just a short distance off the Appalachian Trail.

1

0

Lisa
September 22, 2023, Prospect Rock

This modest summit, just a couple hundred yards off the Appalachian Trail, offers some of the finest views you'll find of the Manchester Valley.

1

0

Right next to VT-9 on the Long/ Appalachian Trail is a small stream with wooden foot bridge. This is a nice place to fill water bottles and snap a few photos before continuing onward on the Long/ Appalachian Trail toward the Melville-Nauheim Shelter and Glastenbury Mountain or crossing the road toward the scenic Harmon Hill.

0

0

Jamie S.
April 7, 2023, Harmon Hill

The top of Harmon Hill is covered by huge green ferns and dotted with trees, which stands in stark contrast to the rest of the area which is densely forested. This is because the summit of Harmon Hill is kept clear by controlled burns that allow for fantastic views of the town of Bennington and the surrounding area. This lush meadow is a perfect place to rest, admire the views, and sip some water before continuing on your hike.

1

0

This path runs along the Bourn Brook Stream, and can, therefore, sometimes be flooded.

0

0

A stony path leads to this small waterfall. Those are part of the Lye Brook Wilderness.

0

0

Bonnie24
October 21, 2021, Cascades

Magnificent stream that cascades down into the valley.

Translated by Google

1

0

Magnificent distant view.

Translated by Google

2

0

Frequently Asked Questions

What are some good hikes for beginners or families in Bennington County?

For an easy and accessible walk, many locals enjoy The Mile-Around Woods, which offers a gentle, scenic loop suitable for all skill levels. Another great option is the Woodford State Park Loop, a relatively flat trail that circles Adams Reservoir through a beautiful forest.

Are there any challenging day hikes for experienced hikers?

Yes, the region has several strenuous climbs. For a significant challenge with rewarding views, consider the Lookout Rock, Mount Equinox, & Equinox Pond loop. This route involves over 2,800 feet (866 m) of elevation gain, making it a tough but satisfying day out in the Green Mountains.

Which trails offer the best views?

For panoramic vistas, the Harmon Hill via the Appalachian Trail is a popular choice, providing excellent overlooks of the surrounding landscape. Another great option for views is the hike to Prospect Rock, which offers a rewarding perspective over the Manchester valley.

Can I hike to a waterfall in Bennington County?

Absolutely. The most well-known waterfall hike is the trail to Lye Brook Falls. This moderate route through the Green Mountain National Forest leads to one of the tallest waterfalls in Vermont.

Are the hiking trails dog-friendly?

Many trails in Bennington County are dog-friendly, but it's important to check specific regulations for each area, especially within state parks and the national forest. Trails like The Mile-Around Woods are particularly popular with dog walkers. Always keep your dog on a leash where required and be sure to clean up after them.

How can I access the Appalachian Trail or Long Trail in this area?

Bennington County offers several access points to these co-aligned long-distance trails. You can hike a section of the Appalachian Trail on the route to Spruce Peak. Another popular access is via the trail to Bromley Mountain, which also follows a segment of the famous path.

What do other hikers enjoy about Bennington County?

The area is highly rated by the komoot community, with an average score of 4.6 stars. Hikers often praise the serene, dense woodlands of the Green Mountain National Forest and the rewarding climbs that lead to expansive views. The variety of trails, from easy walks to challenging mountain ascents, is also frequently mentioned.

How many hiking trails are available in Bennington County?

There are nearly 50 curated hiking routes in Bennington County available on komoot. These range from easy, family-friendly walks to difficult mountain climbs, offering plenty of options for all ability levels.

Is winter hiking a popular activity in the region?

Yes, winter transforms the landscape and many trails are used for snowshoeing and winter hiking. When heading out in winter, it's crucial to have appropriate gear such as microspikes or snowshoes, waterproof boots, and layered clothing. Always check weather and trail conditions before you go, as they can change rapidly.

What is the Bald Mountain hike like?

The Bald Mountain hike is a moderately difficult trail of about 7.8 miles (12.6 km). It involves a steady climb with significant elevation gain, leading to open rock ledges with great views. It's a rewarding hike but be prepared for a strenuous workout.

Are there any good hikes for viewing fall foliage?

Bennington County is a spectacular destination for fall foliage, typically peaking from late September to mid-October. Any trail with elevation gain and viewpoints, such as the hike to Bromley Mountain, will offer stunning displays of color across the valleys and surrounding Green Mountains.

Most popular routes in Bennington County

Easy hikes in Bennington County

Most popular attractions in Bennington County

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Didn’t find what you were looking for?

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

Stratton MountainArlingtonGlastenbury WildernessLye Brook WildernessSouth ShaftsburyStamfordDorsetManchesterBenningtonEast DorsetNorth BenningtonGeorge D. Aiken WildernessNorth PownalPownal CenterOld BenningtonManchester CenterPownal

Nearby adventure guides

Things to Do around Arlington

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy