David and I have gone apple picking every year since we started dating, and we have continued the tradition with our kiddos.
We go to Pine Farms Orchard located in King, ON not just because it's the closest to us but we love the area. The drive in the fall is surrounded by trees and hills it's just so beautiful. The orchard is very organized and not overwhelming. They have a bake shop and cafe which we always end with at after our picking. See website for more details.
It was mid day so not the best lighting for photos but we stuck to shaded areas to make it work! (photos were shot on a Sony A6300 and 35mm lens)
Some of the items (that are still available at Zara) from the boy's outfits: