Route 27 is a 73.44-mile-long (118.19 km) south–north state highway in eastern Massachusetts. Its southern terminus is at Route 106 in Kingston and its northern terminus is at Route 4 in Chelmsford. Along the way it intersects several major highways including Route 24 in Brockton, U.S. Route 1 in Walpole, Route 9 in Natick, US 20 in Wayland, and Route 2 in Acton.

Route 106 is a 34.31-mile-long (55.22 km) west–east highway in southeastern Massachusetts, United States. Its western terminus is at Route 1A in Plainville and its eastern terminus is at Route 3A in Kingston. Along the way it intersects U.S. Route 1 in Plainville.