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My parents live just south of Roxboro and I spent part of my childhood there, but I don't spend much time there these days so I am not aware of everything going on. That being said, here are my recommendations:
Restaurants - the Homestead (casual) and Clarksville Station (a bit more formal) are decent steakhouses, both located south of town. Hog Heaven is a traditional BBQ joint that is quite good. There is a Japanese/Hibachi place on 501 south that my parents like, but I don't remember the name. Durham has very many good restaurants so don't worry if you can't find something in Roxboro.
Shopping - nothing exciting going on there. There is a super Walmart and a Lowes, but for anything beyond basics people go to Durham or Danville, Va.
Attractions - Palace Point is a combination movie theater, bowing alley and video arcade south of town on 501 south that draws people from all over. There are lakes Hyco and Mayo north of town that have some recreation, I think. If you like the outdoors there are fishing and hunting opportunities.
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Roxboro, NC area (Resturants, shopping, etc.)
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