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Jenny Osborne Wilkins / March 01, 2018

Jenny Osborne Wilkins, of South Boston, died Monday, Feb. 26, 2018 at her home. She was born in Halifax County on Jan. 31, 1928 and was 90 years old. She was the daughter of the late Raleigh Edward Osborne and the late Bessie Willis Osborne and was married to the late Edward Byerley “Buck” Wilkins.

She was a member, former Deacon and Elder at First Presbyterian Church. Jenny, known as “The Fair Lady” in South Boston and surrounding communities, assisted her husband in running the Halifax County Fair for over sixty years. At his death in 2004, she took over the management of the fair until the county purchased the fairgrounds property in 2007. She also aided Buck in the management of the South Boston Speedway and with his architectural business. She was active with the Virginia Association of Fairs, where she served as Vice-president and from whom she received the “Fair Person of the Year” award in 2008. She was a proud member of the Berryman Green Chapter of the DAR.

Mrs. Wilkins is survived by two daughters, Paige W. Powell and husband Les of South Boston and Sue W. Bales and husband C.J. of South Boston; one son, Edward Bruce Wilkins of Corolla, N.C.; six grandchildren, Kelly G. Payne and husband Daniel of Paces, Leslie W. Powell IV and wife Kelly of South Boston, Raleigh W. Powell of South Boston, Jack Watkins and wife Jessi of Cluster Springs, Edward Buck Watkins of South Boston, Abbey Bales and friend Trip Womack of South Boston; seven great-grandchildren, Aidan O’Kelly, Luke O’Kelly, Noah O’Kelly, Madison Watkins, Chandler Watkins, Laylo Ridgeway and Sunny Rain Watkins.

She was preceded in death by sisters Catherine O. Walker, Nancy Lou Eastwood and brother, Col. Edward Wilson Osborne.

A funeral will be held Thursday, March 1 at 2 p.m. at Powell Funeral Home Chapel with Rev. Dr. Russell Lee officiating. Burial will follow in Oak Ridge Cemetery.

The family received friends at Powell Funeral Home Wednesday from 7-8:30 p.m. and other times at her home.

Memorials may be directed to the Salvation Army, c/o Bonita Nelson, 1068 Newton Farm Road, South Boston, VA 24592 or a charity of your choice.

Online condolences may be directed to

Arrangements by Powell Funeral Home.

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