RutlandAuto dealer license in Vermont is soon to be introduced. Rutland is a town in the Rutland County, Vermont, USA. As in the 2000 census, the city had a total population of 17,292. Rutland is located about 65 miles (105 km) north of Massachusetts and 20 miles (32 km) east of New York. Rutland is the third largest city in Vermont. It is completely surrounded by the city of Rutland, which is an independent municipality. The center of the city is listed as a historic district on the National Register of Historic Places. A measure of economic activity is retail sales. Rutland was third in the state in 2007 with 321.6 million dollars.