Entertain at bedtime, maybe

READTO

Think of what you might do with a book to help someone wind down before sleep.

"Entertain at bedtime, maybe" hints at a common nighttime activity: reading to someone, like a child before sleep. The answer "READTO" combines "read" (the activity) and "to" (the preposition) to form a single word, which is a playful way to clue a phrase as a solid answer. It’s a straightforward charade-style clue where the parts add up to the whole.