I talked to a biologist at Mass Div Fish + Wildlife today. Studies bear activity. In Mass, bears are not long residents living in set areas like up north where you can trip into a deep bear trail. He said they are EXTREMELY nomadic, and will hang sporadically in areas, but predominantly are on the move. They have tracked individual bears moving from New Hampshire to southwestern Ma. in very short time.
Your apple orchard sounds great if they are in the area!
Call Ma. Fish and Wildlife, they will fill you in better than me being a middleman.