Little is known about Upton before 1066. Traces of pro-historic man were found near Bache Hall late inthe last century. Flint flakes and cores, dating from the Neolithic Age, about 2,000 B.C., were discovered on the borders of the Bache Pool. From this it seems probable that either the Flintmen lived in the neighbourhood, or they came there to dig for flints for their tools and weapons.
In -addition there is a certain formation of the ground at The Dale which may be evidence of the work of early man, and may point to the possibility of an early settlement there. Near this settlement is a field called Flint Hill field. This may strengthen the theory that early settlers lived there. Flints are found on sandy patches of which there are many in Upton, so that there is a possibility of flints being found here in the future.
Upton in the Roman Era,
Living so near to the Roman city of Deva, any Roman remains in Upton would be associated with the fortress rather than with Independent settlements. Unfortunately we have been unable to find anything definite. We wondered about a possible Roman trackway leading from the Mersey, via Butter Hill, Flag Lane, Smoke Street and along Church Lane (which may have been called Port Lane) to Chester, but we have found no proof for our theories since they were more likely to keep to the higher ground and travel from Chester along part of what is now the Liverpool Road and the Bache and across through Mollington to the Mersey.
The term "street” in Smoke Street (now Upton Lane ) is usually associated with Roman roads, but it is difficult to judge by such a small stretch as to whether the Romans seemed to have passed through Upton rather than settled anywhere here.