The Van Ness House, built 1870, once the largest hotel in Burlington
He was educated in the public schools of Morristown and Morrisville, and graduated from the medical department of the University of Vermont in 1859, but his career as a doctor was short-lived due to the advent of the Civil War.
Woodbury enlisted May 25, 1861, and mustered in as 1st Sergeant, Company H, 2nd Vermont Infantry, on June 20. He was taken prisoner on July 21 at the First Battle of Bull Run, where he had the misfortune of losing his right arm, thus becoming Vermont's First Empty Sleeve. After nearly three months in prison in Richmond, Virginia, he was paroled October 5, 1861, and discharged on account of wounds on October 18.
"Undaunted by his trying experience, he again sought to defend his country's flag," and accepted a commission as Captain of Company D, 11th Vermont Infantry. He transferred to the Veteran Reserve Corps on June 17, 1863, and resigned from the service March 27, 1865.
Woodbury's fraternal associations included Freemasonry, IOOF, Grand Army of the Republic, Military Order of the Loyal Legion of the United States, Sons of the American Revolution, and Knights of Pythias.
At the time of his death he was President of the Mead Manufacturing Company, the Crystal Confectionery Company, and Queen City Cotton Company, all Burlington enterprises.