Do they fit you well?

Do you have a history of ankle or achilles tendon problems?

Have you ever day-hiked in low-cuts with a 30-pound pack?

Do your shoes give you the level of waterproofing or breathability you need for the area and time of year in which you're hiking?

All of these affect your choice of footwear.

For me, I would probably be fine with a heavier low boot like the Outland, which is a step above a trail runner in both support and weight. However, I wouldn't be so happy with the all leather style which substantially reduces breathability in southeastern humidity. If you have hiked with the shoes and a heavier pack in training, you'll get a decent idea of whether it is right for you.