The best walks and hikes in Bennington County

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 the initial mile with its rocky steps and steep climb. The effort is well rewarded at the Harmon Hill summit, where you'll find panoramic, unobstructed views across the Bennington Valley and the Taconic Mountains. This route typically takes about 4 hours and 16 minutes to complete, providing ample time to enjoy the varied terrain and vistas. You might even spot wildflowers if you visit in early summer.

Be prepared for the challenging initial sections of the trail, which are steep and rocky. These conditions can become particularly difficult if the weather is wet, snowy, or icy, so plan your visit accordingly. At the summit, a sign marks a good spot to pause and fully appreciate the expansive views before continuing your journey. Consider starting your hike early to allow plenty of daylight for the full experience.

Located within the Green Mountain National Forest, this trail provides a true immersion into Vermont's natural landscape. The distant scenery from the Harmon Hill summit has been likened to a 'Bob Ross painting,' highlighting its picturesque quality. This hike is a notable option for those seeking a rewarding outdoor experience with significant elevation and memorable vistas in the region.

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 metres) in elevation, with an estimated duration of 1 hour and 11 minutes. The path immerses you in a dense mixed hardwood forest, where towering evergreens and mossy boulders create a serene atmosphere. As you follow Lye Brook, the soothing sounds of moving water accompany your journey. The highlight of this trail is Lye Brook Falls, one of Vermont's tallest waterfalls, cascading 125 feet over multiple rock tiers. Its powerful flow is especially impressive after rainfall or during the spring snowmelt.

This trail is an excellent choice for summer hikes, as it remains generally well-shaded throughout the route. It is also a dog-friendly option, so feel free to bring your canine companion along. Be prepared for sections of the path that can be rocky and muddy, particularly after rain or during the spring snowmelt. Due to its wilderness designation, signage is minimal, so remember to practice Leave No Trace principles to preserve the natural environment.

Lye Brook Falls stands out as one of Vermont's tallest waterfalls, making it a significant natural landmark in the region. The trail's journey alongside Lye Brook offers a continuous connection to the water, enhancing the tranquil experience. This route provides a unique opportunity to explore a designated wilderness area within the Green Mountain National Forest, emphasizing self-reliance and respect for nature. It is a prime example of Vermont's rich natural beauty, offering a rewarding outdoor experience.

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 a substantial elevation gain of 2278 feet (694 metres), typically completed in about 3 hours and 56 minutes. The route begins with a relatively flat section before climbing consistently through old woods roads and ATV trails. While the true summit offers no views, you can find a decent northern viewpoint from the historic fire tower site on the South Peak, and look for the unique "doorknob tree" along the way.

When planning your visit, be prepared for varied trail conditions. You may encounter several water crossings early on, which can be challenging after heavy rain, and sections with loose, wet rocks. Parking is generally available at the trailhead, making access convenient. If you wish to bring your canine companion, the trail is dog-friendly, but please ensure they are leashed.

This trail offers a rewarding challenge for those looking to conquer one of Vermont's significant peaks. The route provides a good workout and a chance to explore the natural environment of the Green Mountain National Forest. Keep an eye out for the summit canister at the true peak, marking your achievement on this notable local ascent.

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 forests. Keep an eye out for distant views of the Green Mountains, especially from the higher meadows, adding a scenic backdrop to your walk.

This trail welcomes visitors year-round, offering opportunities for snowshoeing during the winter months. Be prepared for potentially muddy sections if you visit during the spring thaw. If you bring your dog, remember they must be leashed on entrance roads and within the wooded areas, though some fields allow for off-leash exploration.

The Mile-Around Woods provides a unique opportunity to experience varied landscapes that blend natural beauty with agricultural charm. The presence of American Cream horses grazing in lower pastures during warmer seasons adds a distinctive touch to the scenery. This route stands out for its accessible nature and the chance to observe both local wildlife and domestic animals in a tranquil setting.

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 1330 feet (405 metres), typically taking around 2 hours and 8 minutes to complete. The highlight is Gilbert's Lookout, a prominent rock outcropping that provides sweeping panoramic views of the Dorset Valley and the distant Adirondack Mountains on clear days.

Planning your visit is straightforward, as the trail is generally well-marked in many sections. Dogs are welcome to join you on this route, but please ensure they remain on a leash. The best time to hike here is usually between April and October, though some parts of the Owls Head trail system can be explored with snowshoes during winter months.

Beyond the scenic views, this trail also takes you past historical sites and old quarries, adding a unique layer to your journey. One notable stop is the Gettysburg Quarry, a historically significant location where marble was once extracted for Civil War headstones. Exploring this site can feel like stepping into a different era, making the hike more than just a physical challenge.

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 can expect to complete this journey in about 1 hour and 9 minutes, making it perfect for a quick escape into nature. As you walk, you'll pass through varied landscapes, from open deciduous woods to denser spruce forests. Keep an eye out for the picturesque views of Branch Pond itself, and if you're lucky, you might even catch a glimpse of Stratton Mountain in the distance from Bourne Pond. The path winds through wetlands and crosses small streams, often shaped by busy beaver activity.

Before you head out, be aware that conditions on the Branch Pond Trail can vary, especially after rain. Sections of the path might be muddy or even flooded, so sturdy hiking boots are highly recommended to navigate any rocky areas and roots comfortably. Access to the trailhead is typically found by driving along Kelley Stand Road, which leads you into this secluded natural setting. This trail offers a peaceful experience away from more crowded areas.

Located within the Green Mountain National Forest, the Branch Pond Trail offers a unique opportunity to observe a dynamic natural environment. The presence of wetlands and streams, along with signs of beaver activity, highlights the rich ecosystem you'll encounter. In autumn, the trail transforms with vibrant foliage, making it an especially beautiful time to visit. This route provides a wonderful way to connect with nature and enjoy the serene beauty of the forest.

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 hardwood and softwood forests, encountering rocky and root-covered sections along the way. This difficult route covers 13.7 miles (22.0 km) and involves a significant elevation gain of 2071 feet (631 metres). Plan for an estimated duration of 6 hours and 53 minutes to complete this demanding journey. As you hike, you'll pass two remote and scenic ponds, including Stratton Pond, which is the largest body of water on the Long Trail.

When planning your visit, be prepared for potentially muddy conditions, especially if you hike in the spring. A beaver-impacted stream crossing can also become challenging after heavy rain, so check recent trail reports. Parking is generally available at trailheads that access this section of the Long Trail. While this specific route is designed as a day hike, if you consider an overnight stay, be aware that a fee may apply for camping at the Stratton Pond shelters.

This trail provides a unique opportunity to explore a section of the historic Long Trail, which also coincides with the Appalachian Trail in this area. Keep an eye out for wildlife, as Bourne Pond is known for potential moose sightings, adding to the remote feel of the journey. Don't miss the chance to visit Prospect Rock Overlook, which offers expansive panoramas of the Otter Creek Valley and Mount Equinox, providing a memorable vista during your hike.

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 Shaftsbury to the east. A highlight is the boardwalk section, where you can spot waterfowl and other wildlife. This gentle route covers 1.6 miles (2.6 km) with a minimal elevation gain of 27 feet (8 metres), taking about 39 minutes to complete.

Accessing the Healing Springs Trail is straightforward, as it's located within Lake Shaftsbury State Park. This easy, well-defined loop is suitable for most hikers looking for a relaxing walk. Before you head out, it's a good idea to check the state park's official website. This will ensure you have the latest information on operating hours or any seasonal closures that might affect your visit.

As you hike, you'll pass through diverse ecosystems, including oak forests along glacial eskers. The trail showcases the natural beauty of Lake Shaftsbury State Park, offering a chance to experience Vermont's varied terrain. Keep an eye out for the unique wetland flora and fauna that thrive in this protected area.

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 hours and 21 minutes. You will wind through a beautiful hardwood forest, crossing several small streams as you ascend. The path becomes steeper near the top, leading to a substantial rock wall and natural rock steps. From Spruce Peak, you are rewarded with expansive views overlooking Manchester, including Mount Equinox and other peaks of the Taconic Mountains.

When planning your visit, be aware that accessing the trailhead from Route 11/30 requires you to cross a busy road, so exercise caution. This section of the Long Trail is generally welcoming to dogs, making it a great option if you want to bring your canine companion. While no specific permits are mentioned, it is always wise to check local regulations before you head out.

This route is part of the historic Long Trail, offering a classic hiking experience within the Green Mountain National Forest. Beyond the summit views, keep an eye out for the Cascades along the way, which add another natural highlight to your journey. The trail provides a rewarding connection to the region's natural beauty and its extensive trail network.