A decade and tens of millions of tax dollars later, Dutchess lawmakers discover jail problem By Mid-Hudson News - May 17, 2011 Facebook Twitter Pinterest WhatsApp POUGHKEEPSIE – Dutchess County spends millions of dollars annually to house out inmates to other counties because its county jail in Poughkeepsie is overcrowded. Facebook Comments↓ Read More ↓Join Now! Enjoy having this local, independent, nonprofit news source? Help us keep reporting and become a member today. Already a member? Sign in to get rid of this notice.