Enlisted as 1st Lieutenant in Capt. Patton's 5th MS Volunteer Regiment, also knows as Mississippi Boys, which subsequently became Capt. Patton's 1st Mississippi Infantry Regiment, Company K, also known as the 60-day Army of 10,000. This regiment was disbanded at the expiration of the 60 days term of enlistment, but many of the men re-enlisted at once in other commands; Orlando re-enlisted as Private in the 37th MS Infantry, Company D, also known as the Enterprise Tigers. He was elected to Lieutenant Colonel on April 18, 1862 at Columbus MS, and promoted to Full Colonel on October 4, 1862 at Snyder's Mill, Enterprise, MS. Ultimately, he was paroled (discharged) as Colonel on May 2, 1865 at Greensboro, NC to his home of record listed as Clarke County, MS. Pre-war, Orlando Stinson Holland was a newspaper Editor in Enterprise, Clarke County, Mississippi. Post-war, he resumed his career as an Editor in Columbus, Georgia and caused much political unrest with his post-war editorials. He was murdered March 30, 1875 in the streets of Columbus by a part-time policeman who then fled to Alabama. A murder warrant was issued but quietly dropped; Orlando's brother Jim Tom labeled the murder a political-ring killing, and the Coroner's Inquest referred to his death as a plotted assassination. Orlando was buried in the Holland family plot at Linwood Cemetery in Columbus. An obituary from his newspaper of employ called him a "high toned and honorable gentleman." A Veteran's gravestone was placed at his grave in May 2017.
Enlisted as 1st Lieutenant in Capt. Patton's 5th MS Volunteer Regiment, also knows as Mississippi Boys, which subsequently became Capt. Patton's 1st Mississippi Infantry Regiment, Company K, also known as the 60-day Army of 10,000. This regiment was disbanded at the expiration of the 60 days term of enlistment, but many of the men re-enlisted at once in other commands; Orlando re-enlisted as Private in the 37th MS Infantry, Company D, also known as the Enterprise Tigers. He was elected to Lieutenant Colonel on April 18, 1862 at Columbus MS, and promoted to Full Colonel on October 4, 1862 at Snyder's Mill, Enterprise, MS. Ultimately, he was paroled (discharged) as Colonel on May 2, 1865 at Greensboro, NC to his home of record listed as Clarke County, MS. Pre-war, Orlando Stinson Holland was a newspaper Editor in Enterprise, Clarke County, Mississippi. Post-war, he resumed his career as an Editor in Columbus, Georgia and caused much political unrest with his post-war editorials. He was murdered March 30, 1875 in the streets of Columbus by a part-time policeman who then fled to Alabama. A murder warrant was issued but quietly dropped; Orlando's brother Jim Tom labeled the murder a political-ring killing, and the Coroner's Inquest referred to his death as a plotted assassination. Orlando was buried in the Holland family plot at Linwood Cemetery in Columbus. An obituary from his newspaper of employ called him a "high toned and honorable gentleman." A Veteran's gravestone was placed at his grave in May 2017.
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