Re: Bike Route Help: Hartford, CT --> Fishkill, NY
You'd have to go another 30 miles south before I could have any input on the route... other than to say I'm jealous of another great adventure ride.
One thought for the Gatorade... you might consider taking along some extra powder... or better yet, a Gu flask filled with Gatorade sludge (very concentrated mix of powder and just a little water). That way, anytime you can find potable water, you'd be assured of being able to make your own energy drink so you can stay on top of your regular nutrition. The "sludge" in the GU flask trick just makes for easier mixing on the road. No powder to blow away, or foil packet to leak out of. And a Gu/gel flask would easily fit in a jersey pocket.
Others here will know more, but I'd bet you'd handle those climbs just fine. They're long and significant, but not complete walls. And at least they're over by mile 60. At this point you could do eighteen in your sleep. (Though I wouldn't recommend it.)