Boston Post Road - Middle Post Road

The Middle Post Road was the shortest, fastest, and youngest portion of the route. From Hartford, it ran into the Eastern Upper Highlands, an area with large native Indian populations. During King Philip's War of 1675, travel in these areas was often dangerous for settlers. It was not until the end of the war and establishment of the Colonial post system that the area began to become populated, and the middle post road was established as the fastest route. This area of the state continues to remain underpopulated in contrast to other portions of Connecticut, and accordingly, portions of the original post road have been preserved due to various circumstances. It split from the Upper Post Road in Hartford, and initially ran roughly along current U.S. Route 44 through Bolton Notch and towards Mansfield Four Corners. 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.