There was a TV episode of a man that cannot find his way into or as I remember out of a town. On returning to the town he stops at the same isolated diner over and over again. The diner is inside or outside the town limits. He is traveling alone in a car. And the road signs, probably at forks in the road, steer him in circles. I can’t locate the series or episode.

I recall seeing it between 1996 and 1999. I thought it was Outer Limits but as I said I can’t find it.

  • By the by, good on you for moving this to its own question. Hopefully, we can help you. – FuzzyBoots Jan 12 at 17:46
  • I should have added... you can accept answers by clicking on the checkmark by the voting buttons as per the tour. – FuzzyBoots Jan 12 at 18:07
  • i dont know why this reminded me of a twilight zone episode. but its not really what you are describing – MCMastery Jan 13 at 3:36
  • There's a hinted sub-plot to this effect in the classic Twilight Zone "Nick of Time" episode (starring William Shatner (!)). It was also what I first thought of, but it's very much not it. – Roddy of the Frozen Peas Jan 13 at 4:41
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    It's not the same as this related question or this other one, is it? – shoover Jan 13 at 4:47

Could this be Southbound, an anthology of indie horror short films?

The first story seems to match elements of your description;

The anthology begins with "The Way Out and The Way In." Three more are quickly on there way. In this short two friends are chased by grim reaper like ghasts. Jack (Matt Bettinelli-Olpin) and Mitch (Chad Villella) cannot escape as all roads lead back to an isolated diner.

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