Connecticut River Byway (US Route 5)
Where It Goes: Following the Connecticut River, Route 5 originates in New Haven, in a junction with I-90, crosses north through Massachusetts, then meanders along the Vermont and New Hampshire border all the way into Canada.
Length: 300 miles
Driving Time: 6+ hours
Where to Stop: Despite its name, the Connecticut River Byway is mostly in Vermont, and features some of the most beautiful, unspoiled land in New England. Maidstone Park offers deep, clear lakes with an abundance of salmon and trout. At the border of New Hampshire, visit the Cornish-Windsor Bridge, one of the the longest wood-covered bridges in the country.