Harold L. Middleton age 83, passed away peacefully Friday, May 15, 2026, at Elliott County Nursing and Rehabilitation, surrounded by his loving family.
He was born June 18, 1942, in Elliott County, Kentucky, a son of the late Madge Middleton Clark and his grandparents, Walter and Francis Middleton who raised him as their son.
Harold was a man who loved the outdoors and treasured time spent with family and friends. In his younger years, he was an avid hunter who enjoyed hunting deer, coon, rabbit, but pheasant hunting was his favorite with his bird dog, Nancy. He also had a deep love for baseball and softball, spending countless hours on the ballfields coaching Little League and playing softball. Harold especially loved coaching his children through the years. Back in the day, he enjoyed a good hand of poker. He loved giving his great-grandchildren nicknames and was always ready to help out with a benefit auction for anyone in need.
In addition to his mother, he was preceded in death by Joe Walter and Frances Middleton, his loving wife of 45 years, Shirley Evans Middleton; two sons, Terry L. Middleton, Timmy Middleton; two brothers, Odith Clark and Donald Clark.
Harold is survived by two sons, Harold G. (Barb) Middleton, Danny J. (Amy) Middleton all of Olive Hill, Kentucky; one daughter, Becky (Mitch) Adkins of Olive Hill, Kentucky; one daughter-in-law, Shawna Middleton of Olive Hill, Kentucky; special cousin that he talked to almost every day, Cleo Middleton; 8 grandchildren, Kayla (Matt) Logan, Stephanie (Travis) Duvall, Amberleigh (Angie) Middleton, Trey (Emily) Middleton, Whitley (Brandon) Bornhauser, Brooke (Dustin) Black, Trevor (Joshlyn) Middleton and Hope Middleton; 13 great-grandchildren, Myles, Piper, Luka, Cooper, Mila, Larson, Liza, Parker, Berkeley, Kolter, Lottie, Crimson and 2 more on the way, along with many other family and friends who will sadly miss him.
Funeral services will be held at 11 a.m., Wednesday, May 20, 2026, at Globe Funeral Chapel, 17277 West US Hwy 60, Olive Hill, Kentucky, with Brother Brandon Bornhauser, Brother Carmel Middleton and Brother David Rayburn officiating. Burial will follow in Tick Ridge Cemetery.
Friends may visit from 6 p.m. until 8 p.m., Tuesday, May 19, 2026 and after 9 a.m., Wednesday, May 20, 2026, at Globe Funeral Chapel.
Trey Middleton, Trevor Middieton, Matt Logan, Travis Duvall, Brandon Bornhauser, Dustin Black Myles Duvall, Cooper Logan and Luka Black will serve as pallbearers.
