I've saved the most adorable occasion for last! For a fall festival unlike any you've likely experienced before, head to Idaho's idyllic Sun Valley for the traditional Trailing of the Sheep Festival, centered on the history and culture of sheep ranching and herding.  Enjoy great food, live music and dance performances, arts and crafts — and most notably, the Big Sheep Parade where more than 1,500 sheep are herded from the mountains (where they graze in summer) down Ketchum's Main Street as part of their annual migration to winter pastures.  Bring the family and spend a week in a luxurious private mountain villa.  One of my favorites is the Eagle Lake Estate — a seriously stylish mountain chalet with sweeping views, a gourmet kitchen, and the perfect base for exploring the abundance of natural beauty and activities the area has to offer.  Trust me, this is a unique vacation ewe shouldn't miss.
 
Private Perks: $200 destination credit and 24/7 access to dedicated staff.