The Crown Point Road began at the Fort at Number 4, roughly where the center of Charlestown, New Hampshire is located, on the east side of the Connecticut River.

It reached Otter Creek in Clarendon, and then followed that valley northward, through Rutland, Proctor, and Pittsford, before bearing northwest across the hills south of Brandon.

Near the junction of Vermont Routes 30 and 73 in northern Sudbury, a spur of the road headed west toward Fort Ticonderoga (passing through present-day Orwell), while the main road continued northwest through Whiting, Shoreham, and Bridport before finally reaching Lake Champlain opposite Fort Crown Point in present-day Addison.

The route roughly followed an old Native American trail, parallelling the Black River in its southern extent and Otter Creek in its northern.

Early work on the road was performed by colonial militia forces commanded by Colonel John Stark.