Charlottesville is one of those cities that welcome autumn like a long lost relative. September is settling in, and the leaves are almost in full-fledged brilliant orange and red hues. For the outdoor lovers, remarkable hikes are strewn along the Appalachian Trail near Shenandoah National Park. On the way back from the hike, detour to Carter Mountain Orchard and leave with armfuls of Golden Delicious or Jonagold apples paired with their homemade apple cider donuts. If you want to linger near the city, stroll down the cobblestones of the Historic Downtown Mall where you’ll find the beautiful Jefferson Theatre, eclectic shopping and delectable eateries. After the day’s festivities, rest your feet and doze off at the elegant Dinsmore House.