John Gill Commentary 1 Corinthians 16:6

"but with you it may be that I shall abide, or even winter, that ye may set me forward on my journey whithersoever I go." — 1 Corinthians 16:6 (ASV)

And it may be that I will abide
He could not be certain what calls in Providence he might have to some other places, where his presence would be necessary:

yea, and winter with you ;
stay all winter with them, for the space of three months, as we read he did in Greece, (Acts 20:1–3) .

That you may bring me on my journey wherever I go ;
both by accompanying him in person themselves, in token of honour and respect, and by providing things necessary for his journey; see (Acts 15:3) (21:5) .