Nice one Smiffy. Now you're in the right village.
To sum up so far (and to save looking back):
* If you go up this road you'll find a connection to Manhattan and the end of some railways. - first part not attempted, the second part is Dr. Beeching.
* Find a hill like a head near some counted trees. - "hill like a head" not found, the second part is Sevenoaks.
* The original Anglo-Saxon name may have meant "Place of Safety" which had an amazing coincidence in the very late C19.
* A village connected to E Nesbit.