Painting Company in Lexington, MA

Native Americans inhabited the area that would become Lexington for thousands of years prior to European colonization of the Americas, as attested by a woodland era archaeological site near Loring Hill south of the town center. At the time of European contact, the area may have been a border region between Naumkeag or Pawtucket to the northeast, Massachusett to the south, and Nipmuc to the west, though the land was eventually purchased from the Naumkeag. The contact period introduced a number of European infectious diseases which would decimate native populations in virgin soil epidemics, leaving the area largely uncontested upon the arrival of large groups of English settlers in the Puritan Great Migration. In 1639, the Massachusetts General Court purchased the land that would become present day Lexington, then within the boundaries of Cambridge, from the Naumkeag Squaw Sachem of Mistick.

The area that is now Lexington was first settled c. as part of Cambridge, Massachusetts. As the population increased, Lexington was incorporated as a separate parish, called Cambridge Farms, in 1691. This allowed the residents to have their own local church and minister, although they were still under jurisdiction of the Town of Cambridge. Lexington was incorporated as a separate town in 1713. It was then that it got the name Lexington. How the town received its name is the subject of some controversy. One view is that it was named in honor of Lord Lexington, an English peer. Another view is that it was named after Lexington (which was pronounced and is today spelled Laxton) in Nottinghamshire, England.

In the early colonial days, Vine Brook, which runs through Lexington, Burlington, and Bedford, and then empties into the Shawsheen River, was a focal point of the farming and industry of the town. It provided for many types of mills, and in the 20th Century, for farm irrigation.