This year marks the 50th anniversary of the Highland County Maple Festival. If you live close enough, you should visit this event at least once in your life. I'm only about an hour or so away so my wife and I have taken our children and grandchildren there a number of times. It really is worth the time and effort--crafts, food, vendors, heritage displays, farm trades and tours, and more! Read about it here. Highland County is still (I believe) the least populated county east of the Mississippi. It truly is a one of a kind place.
There are also some things of interest for Civil War buffs and historians to see in Highland County as well. Their Battlefield Days, held each May marking the Battle of McDowell, is always worth considering.