Download our guide to access this 400 mile long Connecticut River Paddlers' Trail! The Connecticut River Paddlers' Trail is a long-distance paddling trail that follows the 400-mile Connecticut River from its headwaters at the US-Canada border to its terminus at the Long Island Sound. Mostly meandering, but at times rushing forcefully, the Connecticut River flows past a diverse landscape of rich agricultural lands, rural communities, urban centers, and tidal marshes. With its consistently navigable waters, few portages or difficult rapids, a rich cultural history and a varied natural landscape, the Connecticut River provides a unique opportunity to paddle through the heart of New England. Traveling through four New England states (NH, VT, MA, and CT) the Connecticut River offers endless exploration opportunities for any paddler that comes along!