 After overlapping with US 2 for 0.2 miles (0.32 km) through East Montpelier center, VT 14 continues for 3 miles (5 km) to an intersection with VT 214, in North Montpelier village. It soon enters the town of Calais, running for nearly 7 miles (11 km) through the eastern part of this mostly rural town, including the village of East Calais, plus another 8 miles (13 km) through the next town, Woodbury. Within Woodbury, it passes through the small town center, then continues past Greenwood Lake to run for several miles along the narrow river valley at the eastern edge of the Woodbury Mountains. Upon entering the next town, Hardwick, the valley opens up as the road approaches the town center, where the Lamoille River crosses east to west. Here, northbound VT 14 is joined by westbound VT 15, as they run concurrently to the northwest for about 1 mile (1.6 km), crossing the Lamoille River just north of the town center, after which VT 15 continues west as the two routes separate. VT 14 continues north along the west shore of Hardwick Lake, as the valley the road has been passing through narrows again. After 4 miles (6 km), VT 14 briefly enters the town of Greensboro, where it passes along the shore of Lake Eligo, then continues northwest into the town of Craftsbury. VT 14 bypasses the small villages of the town, running along a more westerly track.
