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I love anthology series so was intrigued by this. There was a bit of a craze for this type of show in the 1980s so am familiar with stories in the ones you mention like Amazing Stories and the '80s version of The Twilight Zone, but hadn't come across the story you mention.
I found that someone had asked the same question a few years ago in SciFi StackExchange. This story, called "Coffee Break", was the third in an anthology TV movie called Escapes. Link to the StackExchange thread here: https://scifi.stackexchange.com/questions/177628/whats-the-name-of-that-tv-sci-fi-horror-series-with-a-truck-driver-who-cant-es
There's a link to the segment on YouTube in the StackExhange post. According to the comments there, as well as being shown as part of the TV movie, some of the segments were split up and shown as late night filler on channels like USA Network, so it's possible you could have watched it separate from the TV Movie.
Edited by Aspectifer

Hi there,
During 80's (mid to late, could be very early 90's), I watched an episode about a trucker who gets lost in the countryside. He's a young fellow with an attitude and in a hurry. He pulls into a town with a small population sign.
He goes to a cafe, tries to get directions to leave town, but the people there tell him to relax and enjoy himself. He has none of it, and just wants to out.
He attempts to leave the town following his map, but all roads lead back to the town, even after hours of driving. The scenes focus on the town sign with the population sign everytime he returns. He gets more and more frustrated, but the roads always lead to the same town and same cafe with the the old fellows relaxing.
Eventually he's exhausted, he decides to join in, making peace that he can never leave. He looks happy with that decision; so even though he's trapped in the town, he's come to realise he's been living at too fast of a pace. A new trucker comes into the cafe, asking how he can leave. The newly enlightened young guy just tells him to relax, as the new trucker leaves in a huff. Afterwards, at the end of the episode, shows the population sign increase by one.
I had the 1980 Twilight Zone DVD set, this episode was not on it, though I could have sworn this was a Twilight Zone episode. I couldn't find an Amazing Stories episode with this premise either. It was very remincent of Groundhog day before the movie came out; perhaps lyrically similar to Hotel California.
I believe the episode name may have been the name of the town.
Can anybody help find this TV Series and episode?