VT 14 heads northwest as Maple Street, crossing under I-91 without an interchange, and continues through the town center of Hartford, along the north bank of the White River.

5 miles (8 km) later it passes through the small village of West Hartford and soon enters the town of Sharon.

Further north, VT 14 passes by Ainsworth State Park, which straddles the town line between Brookfield and Williamstown and also marks the upstream end of the Second Branch of the White River.

In Barre city, VT 14 runs along South Main Street for 1.2 miles (1.9 km) until the junction with U.S. Route 302.

At the city center, the two overlapped routes split at a large four-way intersection that also includes a junction with VT 62, a short connector to I-89.

After 2.4 miles (3.9 km), VT 14 crosses the Winooski River into the town center, where it meets U.S. Route 2.

VT 14 continues north along the west shore of Hardwick Lake, as the valley the road has been passing through narrows again.

After another 3.5 miles (5.6 km) in northern Irasburg town, VT 14 enters Coventry, where it is immediately joined by U.S. Route 5 coming from the southeast.

The two routes overlap for about 0.5 miles (0.8 km) through Coventry center then separate, with US 5 heading north to the city of Newport and VT 14 heading northwest towards the town of Newport, where it ends at VT 100, less than 0.5 miles (0.8 km) after crossing the town line.

[5][6] The roads of the southern half of modern VT 14 were improved at the beginning of the 19th century as various privately owned turnpikes.

By the end of this period, receipts from the road had become very small due to the recent opening in 1850, along the same path as the turnpike, of a new railway line of the Vermont Central Railroad.

[10] This shortened Route 14 in the south to US 4/US 5 in White River Junction, and in the north to US 2 in the city of Barre.

In 1935, the portion of US 2 between Montpelier and St. Johnsbury was relocated to a more northerly alignment using a section of then Vermont Route 18.

[citation needed] VT 14 was extended northward several miles to East Montpelier, ending at the junction of newly relocated US 2 and Vermont Route 12.