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Winston County gained notoriety during the Civil War because the residents of the county did not want to join the Confederacy. The county had no large plantations and virtually no enslaved labor. During the war, the county suffered a number of raids by Confederate soldiers, who considered the residents of Winston to be traitors to the Southern cause. Leaders of Winston County met at Looney's Tavern in Double Springs, where they attempted to declare the independent Republic of Winston and made plans to secede from the Confederacy. Though the secession never occurred, Winston County continues to be referred to as the "Free State of Winston."
http://www.encyclopediaofalabama.org/article/h-1296
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