Our favorite ride is the one from Matewan (the devil anse trailhead) up through Buffalo mountain to Williamson. We always stop at Starters for lunch before heading back. There's some cool rock formations on the way, and some pretty overlooks as well.
My second favorite ride is the one from Matewan to Man (this one goes up through Rock House). Some really cool overlooks here, as well as a tunnel under the highway that you go through and you can stop at a pretty cool waterfall that's marked on the map on the way up. There's a sports bar in Man that we do lunch at sometimes, but on our last trip we discovered Fire Pit pizza and that will be our new go-to. Of course if you go south instead, there's trail 12 barbecue right outside of Gilbert. They're super nice people, but the last couple of times we were there we didn't think the barbecue was as good as it had been.
I've only ridden the southern section once, but the highlight of that trip was old Jose and their wood fired Pizza. That being said the diner down in bramwell is super neat and was delicious too.
In hindsight I'm realizing that I'm not going to be much help for cool things to see, I'm mostly concerned about the riding and the food 🐷🐷🐷