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Vermont
Bennington County

Stratton Mountain

Easy hikes and walks around Stratton Mountain

4.8

(6)

137

hikers

12

hikes

Hiking around Stratton Mountain offers diverse experiences within the Green Mountains of Vermont. The region features varied terrain, including wooded paths, riverside trails, and routes around serene ponds. Stratton Mountain itself is the highest point in Windham County, providing elevated viewpoints. The area's landscape is characterized by its forests, hills, and waterways like the West River and Stratton Pond.

Best easy hiking trails around Stratton Mountain

  • The most popular easy hiking route is Overlook Trail via West River Trail,…

Last updated: October 10, 2026

6

hikers

#1.

Overlook Trail via West River Trail

3.91km

01:09

100m

100m

If you're looking for a varied and rewarding hike in Vermont that won't demand an entire day, the Overlook Trail via West River Trail delivers. This easy 2.4-mile (3.9 km)…

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Easy

1

hikers

The Hamilton Falls via Ball Mountain Dam trail offers a delightful blend of easy riverside walking and the dramatic reveal of a towering waterfall. You'll begin on a wide, flat…

Easy
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2

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

5.0

(1)

22

hikers

4.34km

01:11

60m

60m

Hike the easy 2.7-mile Grout Pond Loop Trail in Vermont's Green Mountain National Forest for picturesque pond views and vibrant fall foliage

Easy

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

Easy
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Tips from the Community

Lisa
September 22, 2023, Grout Pond Loop Trail

This family-friendly hike takes you all the way around the tranquil waters of Grout Pond, with a few jaunts through the forest too. There's just one problem: Mud. Bog bridges are in place to help you get through the worst of it, but waterproof footwear can be a big help on this sort of terrain.

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The path, which is initially a road, takes you to the Winhall River, then continues along the stream to the town of Jamaica.

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

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This is a wonderful and very picturesque spot. In summer you can enjoy the pool under the waterfall with fresh water ideal for cooling off after the walk. Remember that it is not allowed to climb the waterfall and the surface of the stones is really slippery

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It is worth reaching the top of the dam. The road in itself is a real pass. When you reach the top the views are amazing, until you get to see Straton Ski Resort

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Frequently Asked Questions

How many easy hiking trails are available around Stratton Mountain?

There are several easy hiking trails around Stratton Mountain, perfect for a relaxed outing. This guide features 5 specifically categorized as easy, with many more options available in the broader area that are suitable for beginners and families.

What kind of terrain can I expect on easy hikes near Stratton Mountain?

Easy hikes around Stratton Mountain typically feature well-maintained paths, ranging from wooded trails to mowed surfaces and gravel work roads. Trails like the Branch Pond Trail offer relatively flat terrain, making them accessible for many hikers.

Are there any easy loop trails around Stratton Mountain?

Yes, for a scenic and convenient loop, consider the Grout Pond Loop Trail. This trail circles the serene Grout Pond, offering beautiful views and opportunities for wildlife spotting.

Are there any easy hikes with waterfalls near Stratton Mountain?

Absolutely! The Hamilton Falls via Ball Mountain Dam route leads to the dramatic Hamilton Falls, a 125-foot cascade within Jamaica State Park. You can also find Hamilton Falls as a notable highlight here: Hamilton Falls.

What are some family-friendly easy hikes in the area?

Many of the easy trails are suitable for families. The Overlook Trail via West River Trail in Jamaica State Park offers gentle riverside walks along the West River, which are perfect for all ages. The Grout Pond Loop Trail is another excellent choice for a family outing.

Are dogs allowed on easy hiking trails near Stratton Mountain?

Many trails in the Stratton Mountain area are dog-friendly, but it's always best to check specific park or trail regulations before you go. Generally, dogs are welcome on leash in most Green Mountain National Forest areas, which include many trails around Stratton.

What is the best time of year for easy hikes around Stratton Mountain?

The spring, summer, and fall seasons all offer excellent conditions for easy hikes. Fall is particularly popular for its vibrant foliage. While winter hiking is possible, trails may be covered in snow and ice, requiring appropriate gear like snowshoes or microspikes.

Are there any easy hikes with good viewpoints?

While the main Stratton Mountain Summit hike offers panoramic views, some easier trails provide lovely vistas. The Overlook Trail via West River Trail offers pleasant views of the West River. For a more challenging but rewarding view, the Stratton Mountain summit itself, with its historic fire tower, is a major highlight: Stratton Mountain and fire lookout tower.

How long do easy hikes near Stratton Mountain typically take?

Most easy hikes in this guide can be completed within 1 to 2 hours, making them ideal for short excursions. For example, the Branch Pond Trail is approximately 4.5 km and takes around 1 hour and 10 minutes to complete.

Are there any less crowded easy hiking options?

To avoid crowds, consider visiting during weekdays or outside of peak holiday seasons. Trails around Grout Pond Recreation Area, such as the Grout Pond Loop Trail, can offer a more serene experience compared to the more popular summit routes.

What amenities are available near the easy hiking trails?

The Stratton Mountain Resort village offers a range of amenities, including shops, dining options, and cafes, which are convenient for before or after your hike. Jamaica State Park also has facilities for visitors, especially near the West River Trail.

What do other hikers enjoy most about easy hiking in Stratton Mountain?

The area is highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the well-maintained paths, the natural beauty of the Green Mountains, and the accessibility of trails for various skill levels, especially those leading to features like Hamilton Falls or along the West River Trail.

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