Winches attended DeSales High School in Louisville and then came to Jacksonville State University on a football scholarship. As a running back he led the Gamecocks to an 11-0 record during his senior season and was named the team's most valuable player.
After graduating, Winches took a job with WHNT-TV in Huntsville, then moved to Birmingham after 15 months to become the sports director for WBRC-TV in 1976. In 1980 Winches and WBRC anchor Joe Langston both switched over to WVTM-TV, but they returned to WBRC together in 1982. During his television broadcasting career, Winches pioneered television coverage of high school football. He was named Sportscaster of the Year five times by the Associated Press.
In October 1985, Winches was called into the office of general manager Nick Bolton just before air time. Bolton told Winches that unless he stopped doing commercials for Long's Electronics, he was immediately terminated. Winches refused and did not get to go on the air. He said Bolton had told him before he returned to WBRC that he could continue doing the commercials.
Alongside his television career, Winches has been a fixture on local radio. He hosted a sports call-in show on WVOK-AM and was instrumental in changing that station's format in 1992 to an all-sports station with the call letters WJOX-AM. When WJOX picked up the Paul Finebaum Radio Network and made the move to FM, Winches was asked to remain on the AM station, now called WSPZ-AM. He considered it a move to the "B-Team" and resigned in December 2006.
In February 2008 Winches began working at WERC-AM, Finebaum's former flagship station. He resigned from there after less than three months. He also spent some time as sports anchor for WIAT-TV circa 2007 and 2008.
In 2015, Winches partnered with Austin Singleton of Singleton Marine Group to open The Landing at Parker Creek, a restaurant and bar in Coosa County on the northwest shore of Lake Martin. The restaurant opened in June of that year.
- Watson, Judith R. (February 25, 1986) "Sportscasters, like politicians are 'fair game,' Winches says." Kaleidoscope
- Carlton, Bob (April 28, 2008) "Sports broadcaster Herb Winches leaves WERC." The Birmingham News
- Carton, Bob (August 20, 2015) "Former Birmingham sportscaster Herb Winches opens a restaurant on Lake Martin." The Birmingham News