I finally did it! Riding from Exit 14 I went from Southbury to Middlebury via Larkin Bridle Trail, then Middlebury to Woodbury via the Middlebury greenway. Down the Woodbury Trolley Trail and then on back to Southbury.
Of course riding the Larkin after the area got upwards of 8 inches of rain the past week was not the brightest of ideas. Quite a few new blowdowns, lots water everywhere and it was axle deep at Towantic Hill Road!
It's almost half gravel and pretty good route. If I had more time I would have added the old farming road in Flanders Nature Center which would make it half dirt and half pave.