The historic course starts on Main Street in the rural New England town of Hopkinton and follows Route 135 through Ashland, Framingham, Natick, and Wellesley to where Route 135 joins Route 16. It continues along Route 16 through Newton Lower Falls, turning right at the fire station onto Commonwealth Avenue, which is Route 30. It follows Commonwealth Ave. through the Newton Hills, bearing right at the reservoir onto Chestnut Hill Avenue to Cleveland Circle. The route then turns left onto Beacon Street continuing through Brookline, Kenmore Square, and under Massachusetts Avenue. The course turns right onto Hereford Street (against normal traffic flow) then left onto Boylston Street, finishing near the Boston Public Library in Copley Square.

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