The Connecticut River winds its way through the landscape near Brattleboro, Vermont, daring adventurers to explore its shifting currents and the forests that guard its edges. Whether you're a weekend stroller or an experienced trekker, the stretch along the river offers trails that range from gentle walks to challenging climbs—each with its own snapshot of New England’s wild side.

Start with the West River Trail in nearby Brattleboro, a low-key 3.5-mile loop perfect for all ages and skill levels. The path skirts the river, its roots and rocks speaking quietly beneath your boots as the river teases with occasional rippling views. Expect mild elevation gain and soft dirt terrain, offering a workout that’s approachable yet satisfying. This hike delivers breaks filled with sunlight filtering through maples and oaks, and a chance to spot osprey snatching fish from the current.

If you're craving more challenge, head to Bellows Falls and take on the Connecticut River Walk. It extends about 5 miles one way, along relatively flat but varied terrain of gravel and packed earth. This trail plays a quieter role as it traces river bends, where the water rushes and hums its timeless song. The route crosses scenic bridges and skirts industrial relics, offering both natural beauty and a glimpse into the river’s cultural heartbeat.

For the more seasoned, the climb up Mount Peg in the Kilburn Preserve adds layers of elevation and fullness. Stretching roughly 4 miles round trip with nearly 900 feet of gain, this trail forces steady breathing and foot placement. The forest here is older, the trees standing firm against wind and rain, their branches whispering secrets to those persistent enough to reach the summit. At the top, a broad view stretches over the Connecticut’s bends and the valley beyond—an earned reward for measured effort.

Preparation is key: bring layers as riverside microclimates often shift; the wind can tug at you unexpectedly, and the sun near water gains strength without warning. Hydration matters—carry more water than you think you’ll need. Footwear should grip, given occasional gravel, slick roots, and leaf debris. Start early when possible to bypass afternoon heat and catch wildlife at their most active.

Each trail is a dialogue with the environment—rivers that pressure your pace, forests that demand respect, and vistas that reward focus. When walking along these paths, you’re not just moving through space; you’re entering into a pact with a landscape that’s fiercely itself, waiting to be understood.