Stockbridge VermontHIKING TRAILS & PLACES TO HIKE


Listed below are the best hiking trails and places to hike near Stockbridge, Vermont.



1. Green Mountain Trails

MULTIUSE TRAIL NETWORK


Green Mountain Trails offers over 21 miles of interconnected singletrack that traverse wooded hillsides, mountain streams, and open vistas. Hikers will find a mix of moderate to strenuous trails with both smooth, flowy paths and more technical, rocky terrain. The network's summit rewards visitors with panoramic views of the Green Mountains and the pastoral valley below.


2. Pico Peak Trail

ALPINE SUMMIT HIKE


Pico Peak Trail guides hikers through lush forests up to Pico Peak, one of Vermont's prominent summits. This trail is considered moderately challenging due to its elevation gain and length. The peak offers expansive mountain views and a serene alpine environment.


3. Gifford Woods State Park

OLD-GROWTH FOREST TRAILS


Gifford Woods State Park features several trails that wind through a rare stand of old-growth hardwood forest at the foot of the Green Mountains. The trails range from easy to moderate, making them accessible for families and casual hikers. Highlights include vibrant foliage in autumn and a tranquil, natural setting year-round.


4. Bucklin Trail

POPULAR MOUNTAIN ROUTE


Bucklin Trail is a well-traveled path that ascends Killington Peak, the second highest summit in Vermont. Rated as moderate to strenuous, the trail features steady climbing through mixed woodlands and ends with a short, rocky scramble to the summit. Hikers enjoy sweeping views from the top and frequent wildlife sightings along the route.


5. Coolidge State Park

HISTORIC PARK TRAILS


Coolidge State Park offers a selection of easy to moderate trails that meander through varied forests and historic landscapes once frequented by President Calvin Coolidge. The terrain includes gentle ridges and scenic overlooks perfect for birdwatching. The park is known for its peaceful trails and rich cultural history.



6. Bald Mountain Loop Hike

CLASSIC SUMMIT CIRCUIT


Bald Mountain Loop Hike delivers a moderately demanding loop through forested slopes and rocky outcrops leading up to Bald Mountain's summit. The trail provides a manageable climb with rewarding views across the Green Mountains. This hike is favored for its mix of woodland beauty and accessible peak experience.


7. Twin Farms Trails

LUXURY WOODLAND PATHS


Twin Farms Trails provide a network of serene pathways that loop through private woodlands and meadows on a luxury estate. Trails are easy to moderate, offering quiet solitude and occasional glimpses of wildlife. The surroundings are especially beautiful in spring and autumn, with well-maintained paths throughout.


8. Underhill State Park Trails

MOUNT MANSFIELD APPROACH


Underhill State Park features several trails that climb the slopes of Mount Mansfield, Vermont's highest peak, through lush forests and rocky ridges. Routes range from moderate hikes to strenuous summit climbs, suitable for both casual walkers and experienced adventurers. The trails are celebrated for their varied terrain and sweeping summit views.


9. Windmill Hill Ridgeline Trail System

SCENIC RIDGE TRAVERSES


Windmill Hill Ridgeline Trail System offers 16 miles of gently rolling trails along a sequence of small peaks, including Putney Mountain and The Pinnacle. The moderate grade and occasional rocky outcrops make this trail suitable for day hikers seeking scenic vistas. Main highlights include woodland walks, open summits, and scenic resting spots with panoramic views.


10. Headwaters Trail at Windmill Ridge

BROOKSIDE AND RIDGE WALK


Headwaters Trail at Windmill Ridge winds through narrow woodland slopes, past stone walls, and descends to the headwaters of Sacketts Brook before climbing to join the ridgeline. This moderate trail is notable for its mix of forested paths and gentle ridge ascents. The route offers a peaceful hike with diverse habitats and occasional wildlife sightings.