Windsor was originally in Warrosquyoake Shire which was created in 1634 in the Virginia Colony by the Virginia House of Burgesses and Charles I of EnglandKing Charles I of England. Warrosquyoake was named for the friendly local Native Americans in the United StatesNative Americans, but changed a short time later to honor the Isle of Wight, a location in the English Channel. The spelling and pronunciation of the revised name were both more practical for the European colonists. Popular legend has it that a Southampton County, VirginiaSouthampton County native, William Mahone (1826-1895), builder of the Norfolk and Petersburg Railroad (now Norfolk Southern), and his cultured wife, Otelia Butler Mahone (1837-1911), daughter of the late Dr. Robert Butler, who was raised in Smithfield, VirginiaSmithfield, traveled along the newly completed Norfolk and Petersburg Railroad naming stations. Otelia was reading Ivanhoe a book written by Sir Walter Scott. From his historical Scottish novels, Otelia chose the place name of Windsor, as well as those of Waverly, VirginiaWaverly and Wakefield, VirginiaWakefield. She tapped the Scottish Clan "McIvor" for the name of Ivor, VirginiaIvor, a small town in neighboring Southampton County, VirginiaSouthampton County. When they could not agree, it is said that they invented a new name in honor of their dispute, which is how the tiny community of Disputanta, VirginiaDisputanta was created. The N&P railroad was completed in 1858. William Mahone became a Major General in the Confederate Army during the American Civil War, and later, a Senator in the United States Congress. A large portion of U.S. Highway 460 between Petersburg, VirginiaPetersburg and Suffolk, VirginiaSuffolk is named in his honor. Windsor sent the seven Roberts brothers to fight the Union (American Civil War)Yankees in the Civil War. All of the Roberts brothers returned alive. A picture of the brothers can be viewed at the museum in Smithfield. There is a monument in the center of the town which has names of some of the more interesting people who have a connection to the town. This monument is close to the four lane 35 MPH highway known as U.S. 460 where commerces travels down the highway back and forth to Norfolk and Richmond just like the Norfolk and Western trains did decades before. Source: http://en.wikipedia.org/wiki/Windsor%2C_Virginia