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The community was founded in 1900 and it takes its name from holly trees in the area. Prior to its founding, it had been called "Klondike". Its post office closed in 1974 when its longtime postmistress, Mrs Gertrude H. (Gertie) Langley, retired. Its mail now comes from nearby Arbyrd, Missouri. Until the 1960s, there were four grocery stores, a cotton gin, grain elevator, and the Church of Christ.
At one time there was a saw mill and lumber company. There was a jail. The town was well populated. The Frisco train made stops there. The Cotton Belt Railroad was last rail company to serve Hollywood and that was only for the gin. In the 1950s and 60s, the area was supported primarily by cotton farming. By 1975, the last of the old grocery stores; England's Grocery, had closed. The grocery store was owned & operated by Almos and Pearl England. Shirley Goff built a large room on her house in the early 80's and opened a grocery store. She also sold hot sandwiches upon request. The England's store was later acquired by Vernon & Verna Sue Haddock. They upgraded the store & installed two gasoline pumps; one for Unleaded Regular & the other for Unleaded Premium. Verna Sue served delicious plate lunches daily.
The gin was acquired by Vernon & Denny Haddock after it closed. The gin property is now owned by Mike Davault. The office and the old grain elevators were demolished this spring. They are putting in a new larger grain system this year.
In 2012, the Church of Christ closed its doors after more than 105 years.
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