@JeremyECrawford What's your call? Do Winged Boots prevent falling into pits? I could see it either way.

— Ben Miller (@vmFoo) January 24, 2017

Winged boots give a flying speed. You can use that speed to move. The boots don't auto-activate to prevent a fall if you're on foot. #DnD https://t.co/5AsvQgMY32

— Jeremy Crawford (@JeremyECrawford) January 30, 2017