My son is six. His unassisted clothing choices are a catastrophe every time. I still choose his clothes for important outings. My girls (ages 5 and 3) have a little more freedom as they tend to chose choose clothes that are somewhat seasonally appropriate and slightly in the same color family. I guess it depends on the child.
Our family loves camping! Our ultimate goal is to camp at Disney. It truly is the most affordable vacation with the best memories! We live on St. Simon's Island, Georgia so there are tons of great campsites nearby.
With four children, the messes are so frequent and so massive that it's hard to pick a "worst one." They love building forts and dragging out every single article of dress up clothing.