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Routes
Hikes
United States
Vermont
Windham County

Wardsboro

The best walks and hikes around Wardsboro

8

hikers

3

hikes

Hiking around Wardsboro offers routes through the southern Green Mountains of Vermont. The region is characterized by dense woodlands, rolling hills, and the scenic West River valley. Trails here navigate a mix of steep, rocky terrain and flatter paths along former railroad beds, providing access to the expansive Green Mountain National Forest. Waterfalls like Hamilton Falls are also prominent features.

Best hiking trails around Wardsboro

  • The most popular hiking route is West River Trail, a 17.1 miles (27.6 km)…

Last updated: April 30, 2026

3

hikers

#1.

Overlook Trail via West River Trail

3.91km

01:09

100m

100m

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

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Easy

1

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

Easy
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1

hikers

27.6km

07:41

510m

510m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard

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

Easy

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Popular around Wardsboro

Road Cycling Routes around Wardsboro

Tips from the Community

Lisa
December 27, 2023, Adam Pond

This little pond sits in a relatively undisturbed watershed, not far off the West River Trail. You can get pretty close to the pond's shore by taking a side trail through the woods from the West River Trail. That same detour serves as a loop around Little Ball Mountain.

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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

Are there any easy, family-friendly hikes in the Wardsboro area?

Yes, the region offers several options for families or those looking for a gentle walk. The Little Ball Mountain – Adam Pond loop from Jamaica is a great choice. It's a relatively short and flat trail perfect for an easy outing. For another accessible option, the West River Trail, a former railroad bed, provides a flat path ideal for walking or biking with kids.

What are the trails like in the Green Mountain National Forest near Wardsboro?

The trails within the Green Mountain National Forest are a key feature of hiking here. Expect a diverse landscape of rugged mountains, dense woodlands of pine and oak, and quiet hollows. The terrain is often steep and rocky, offering a true New England hiking experience. You might even spot wildlife like beavers, moose, or white-tailed deer.

Can I find any hikes with waterfalls near Wardsboro?

Absolutely. The area is known for its beautiful waterfalls. The Hamilton Falls – Ball Mountain Dam loop from Ball Mountain Lake is a popular moderate hike that features one of Vermont's tallest and most dramatic cascades, Hamilton Falls. The trail offers scenic views as it leads you toward the falls and the nearby dam.

Are dogs allowed on the hiking trails around Wardsboro?

Many trails in the Wardsboro region, particularly within the Green Mountain National Forest and state parks like Jamaica State Park, are dog-friendly. However, they must be kept on a leash. Always check the specific regulations for the trail you plan to hike, as rules can vary. It's also important to ensure your dog is prepared for the rocky and sometimes steep terrain.

What is the best time of year to hike around Wardsboro?

Late spring through fall are the prime hiking seasons. Summer offers lush, green forests, while autumn is spectacular, with the mountainsides turning vibrant shades of red, orange, and yellow. Winter provides opportunities for snowshoeing and cross-country skiing, but requires appropriate gear and experience for the cold and snowy conditions.

I'm looking for a challenging hike. What do you recommend?

For a more strenuous outing, consider the Southern part of West River Trail to Winhall River & back — The West River Trail. This long-distance route is rated as difficult and requires significant time and endurance, taking you through the scenic river valley. The region is also crossed by sections of the iconic Long Trail and Appalachian Trail, which offer challenging, multi-day backpacking opportunities.

What are the hiking options in Jamaica State Park?

Jamaica State Park is a hub for outdoor activity with several trails. The terrain is characterized by heavy forests and steep, rocky paths. You can find trails leading to scenic spots along the West River and Cobb Brook, as well as the popular route to Hamilton Falls. The Ledges Overlook Trail is another great option within the park, providing rewarding views of the valley.

Are there any circular or loop trails available?

Yes, there are several loop trails that bring you back to your starting point without backtracking. The Bald Mountain loop from Townshend is a fantastic moderate option that takes you through forested terrain on a well-defined circuit. Many trails around Grout Pond also form loops, offering a pleasant walk around the water.

What are the trail conditions like during winter?

In winter, Wardsboro transforms into a snowy landscape. Many hiking trails become suitable for snowshoeing and cross-country skiing. The Catamount Trail, which passes through the area, is particularly popular for these activities on its un-groomed wilderness sections. Be prepared for cold temperatures, deep snow, and potentially icy conditions.

Where can I find good views in the Wardsboro area?

Several trails lead to rewarding vistas. The hike to the fire tower in Molly Stark State Park is highly regarded by locals for its fantastic 360-degree views. The Ledges Overlook Trail in Jamaica State Park also offers beautiful views of the West River valley. For a summit view, the trail up Bald Mountain provides a scenic payoff.

What do other hikers think of the trails around Wardsboro?

The routes in this region are very well-regarded by the komoot community. Reviewers often praise the area's quintessential Vermont scenery, from the dense, quiet woodlands of the Green Mountain National Forest to the dramatic beauty of waterfalls like Hamilton Falls.

Is there parking available at the trailheads?

Most established trailheads and state parks, such as Molly Stark State Park and Jamaica State Park, have designated parking areas. However, parking can be limited, especially at popular spots like Hamilton Falls on weekends. It's always a good idea to arrive early to secure a spot. Some trail access points may be along roadsides, so be sure to park legally and safely.

Most popular routes around Wardsboro

Road Cycling Routes around Wardsboro

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