Are you with Bike Vermont or VBT or another company? We did an inn-to-inn tour of the Connecticut River Valley many years ago with DH's parents, and I have SUCH wonderful memories of the riding, food, camraderie, and all the Ben & Jerry's we ate! We went with Bike Vermont. Would love to do another one someday.
We also went in mid-September and had glorious weather for four of five days. The fifth and final day it rained and was chilly, but it was our shortest day, thankfully. Hope your weather improves!
Emily
2011 Jamis Dakar XC "Toto" - Selle Italia Ldy Gel Flow
2007 Trek Pilot 5.0 WSD "Gloria" - Selle Italia Diva Gel Flow
2004 Bike Friday Petite Pocket Crusoe - Selle Italia Diva Gel Flow