Where's the closest hospital to Dover?

It would have to be Sharon Hospital in Sharon, CT. All you'd have to do is go up to the next town, Amenia, and then cross the border into Sharon and it's there. From Dover Plains this is about a 20-25 minute drive.

There is a hospital in Carmel (Putnam County) to the south and several very good hospitals to the west in Poughkeepsie, but none are closer than the one in Sharon.