U.S. Route 5 in Vermont

US 5 enters the southern end of Vermont in Windham County at the Massachusetts–Vermont state line just north of Bernardston and just south of Guilford, Vermont.[3] The route is known as the Calvin Coolidge Memorial Highway from the Massachusetts border to the junction of Vermont Route 103 in Rockingham.[1] The road winds through wooded land along the west side of Interstate 91 for its first 8 miles in Vermont. In Brattleboro, Vermont's fourth largest town, US 5 crosses under the interstate and winds through Brattleboro's business district.[4] US 5 also starts a brief concurrency with Vermont Route 9 that continues for 2.3 miles.[5] North of Brattleboro, after VT 9 turns east, US 5 crosses back over the interstate to the west side.[4]

US 5 continues north from Brattleboro, passing near the small towns of Dummerston and Putney.[6][7] North of Putney, it crosses over I-91 to serve the towns of Westminster, Bellows Falls, and Rockingham.[8][9] Near Rockingham, US 5 intersects Vermont Route 103, which picks up the Calvin Coolidge Memorial Highway.[10] US 5 continues north on the east side of the interstate, crossing into Windsor County, for 6.6 miles to Springfield, where it crosses to the west side for just under a mile.[11] Here, it picks up a 0.8 mile concurrency with Vermont Route 11 and US 5 crosses back to the east side of Interstate 91 with Route 11.

Sign at junction of US 4, US 5, and VT 14 in White River Junction

Route 5 continues along the east side of Interstate 91 for 20 miles after its concurrency with Route 11. Along this stretch, US 5 passes through Wilgus State Park in Ascutney and the town of Windsor.[12] In Ascutney, US 5 picks up Vermont Route 12 for a 10-mile long concurrency. Route 12 winds along with US 5 through Windsor and across the interstate to Hartland, where it turns northwest away from US 5. North of Hartland, US 5 crosses Interstate 89 in White River Junction and intersects I-91 again.[13][14] Now on the east side of I-91, US 5 winds around the northwest edge of White River Junction, where it hooks up with U.S. Route 4. Routes 4 and 5 run concurrent for half a mile, crossing the White River. US 5 continues north to the town of Wilder, where it forms the main road of the town.[14] North of Wilder, US 5 crosses Interstate 91 twice. Just north of Norwich, US 5 crosses into Orange County and the town of Thetford. US 5 continues north, following the Connecticut River closely for 23 miles until it reaches the town of Bradford, passing through the small towns of North Thetford and Ely.[15]

For around 11 miles north of Bradford, US 5 passes through rural country along the Connecticut River before reaching the village of Wells River.[16] Here, US 5 has a very brief concurrency with U.S. Route 302. Continuing north, US 5 crosses into Caledonia County, then travels 11 miles before crossing to the west side of Interstate 91, passing through East Ryegate and Barnet.[17] US 5 crosses back and forth across the interstate a couple of times north of Barnet before US 5 and I-91 split at the Passumpsic River, about 2 miles north of Barnet. US 5 winds along the west bank of the Passumpsic, traveling through the town of Passumpsic. US 5 and I-91 meet up again 2 miles north of Passumpsic in the town of St. Johnsbury.[18] It is here in St. Johnsbury that the Connecticut River turns east away from US 5.

US 5 during its concurrency with VT 105 in Newport

US 5 continues north along the Passumpsic River from St. Johnsbury for about 7.5 miles until it reaches the city of Lyndon.[19] In Lyndon, US 5 splits to the east away from Interstate 91. US 5 passes through West Burke, the Willoughby State Forest, and Barton before reaching the town of Orleans, 25 miles north of Lyndon.[20][21] Along this stretch, US 5 reaches Orleans County. In the town of Orleans, US 5 crosses to the west side of the interstate, concurrent with Vermont Route 58 for half a mile.[22] Route 5 continues north for 10 miles before reaching Newport.[23] Along this 10 mile stretch, the road passes through Coventry.[24] In Newport, US 5 picks up a 5-mile long concurrency with Vermont Route 105 that takes Route 5 across I-91 and into the village of Derby Center.[23][25] US 5 continues north, crossing I-91 for the last time 2.5 miles north of Derby Center. 6.5 miles north of Derby Center, in the village of Derby Line, US 5 reaches its northern terminus at the international border, across the border from Stanstead, Quebec.[26] US 5 continues past the Derby Line–Stanstead Border Crossing into Quebec as Quebec Route 143.