Will Penny
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Will Penny is a 1968 western film starring Charlton Heston as an aging cow hand who at the end of a long trail hires on to ride the boundary of a ranch over the winter. He immediately comes across a woman (Joan Hackett) and her son using one of the remote cabins to over-winter and despite his bosses instructions gives them a week to move on. He runs into trouble and is brought back to health by the woman and naturally they fall in love. In the end though he realizes he is too old (pushing 50) to finally settle down and rides off into the proverbial if not actual sunset.
An unusual western role for Heston as a vulnerable cowboy and one that he pulls off perfectly. A host of other stars make up the cast including
International Movie Database entry (http://us.imdb.com/title/tt0063811/)