Vermont Route 44 (VT 44) is a state highway in the U.S. state of Vermont. The highway runs 10.190 miles (16.399 km) from VT 106 in Reading east to U.S. Route 5 (US 5) and VT 12 in Windsor. VT 44 passes through West Windsor in southern Windsor County, serving the area north of Mount Ascutney. The highway has an auxiliary route, VT 44A, which provides access to Mount Ascutney State Park and connects VT 44 with Interstate 91 (I-91) in Weathersfield. VT 44 was established in 1958 along the highway between Reading and Windsor. The three towns had previously maintained the highway with support from the state for construction and maintenance, including reconstruction along several segments in the 1940s. The state paved VT 44 in the early 1970s and early 1980s. VT 44A was established in 1987 when part of VT 44 in Windsor was returned to town maintenance.

Recently selected: Interstate 80 in Utah • Florida State Road 826 • U.S. Route 75 in Iowa