Somewhat randomly this summer I got to visit Bennington, VT for the first time. What struck me most, besides how perfectly charming and 'New England' the town is, was how shockingly friendly the people there are to cyclists.
You can see that you don't even have to arrive a cyclist, they will loan you a touring bike at the Visitor's Center.
Once out on your loaner bike you can visit the Crazy Russian Girls Bakery. The coffee's free if you arrive on a bike!
With countryside like this, why wouldn't you want to be on a bike?
The Bennington Arts Guild was even featuring bicycle parts re-made as art in its windows.
I don't know when I'll be back, but I'd love to cycle there again (and at a time that the bakery is open!)