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First, you need to meet with Ste (you can find him in Vicoria's cave). You need to defeat the succubus before you free him.
After you freed him you can go to his farm and you can do some quests there. After that, I'm not sure how/when but you will take him and his children to Bareshade where he meets with Bernard. Eventually, you'll get to the point where Bernard and Ste will plan to build a road to the farm. The Country Road event will only be available if you did these things before it.