Weston is located on the Ohio River on one of the oldest roads in Western Kentucky, and probably the oldest in Crittenden County is known as Flynn’s Ferry Road. At first this road was called the Chickasaw Trail. This road forms an almost straight line from Weston to Princeton in Caldwell County. In 1806, a man by the name of Flynn lived in the old brick house at Weston. It was the same house where Uncle David Lamb lived and died. Flynn got a license for a ferry and called it Flynn’s Ferry. That was the beginning of Weston. The road changed to Flynn’s Ferry Road after George Flynn. This road was very heavily traveled for many years before the formation of our county. Goods were unloaded at Weston and transported to many other early settlements. Settlers going North into Illinois and beyond used this road almost constantly night and day. People living in Eastern Crittenden County at that time not living on this road would go to the road and spend hours just watching constant processions go by. Thus this road not only helped to build Crittenden County and Western Kentucky; it helped to build the great states of Illinois, Indiana and Missouri.

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