 From Mansfield, it went through Ashford, Pomfret, and headed into Massachusetts via the town of Thompson, along Thompson Road.In Massachusetts, the Middle Post Road runs along sections of modern Route 16 to Mendon, then through Bellingham, and then via Route 109 from Medway to Dedham where it meets with the Lower Post Road (old U.S. Route 1) heading into Boston.Starting at the Old State House, the road crossed the Connecticut River over the area that is now occupied by the Founders Bridge, initially by ferry and later by bridge.