The origins of Woodland Cemetery go back to the Civil War. In 1862, Confederate soldiers suffering from various diseases were dying in makeshift hospitals in the Ashland area, but there was no place to bury the dead.
Land just west of town, land owned by Betsy Tinsley (Hogg), a free black woman, was purchased and became the burial grounds. The Confederate monument incorrectly states that 400 Confederate soldiers are buried there. Ground penetrating radar was done in 2015. That along with extensive research done by James Upton for his book Leaving Neither Wife, Child Nor Father tells us there are 231 dead, including one Union soldier and three servants. In the summer of 2019 a large granite monument was installed. It lists the names and home states of those buried in this section.
A group of local young girls accompanied by Dr. William P. Mayo, a beloved citizen of Ashland, went to the cemetery with rakes and shovels to clear the area as it had become overgrown with briars and weeds. In 1866, this same group of young women formed the Confederate Memorial Association. Fund raisers were the only source of income for the maintenance of the Confederate section.