There is not much history readily available about Oliver's Mount. A question to ask is "why not?". Oliver's Mount probably has a significant past going back to the first human settlements in the area.

Up until at least 4000 BC it is commonly believed that goddess worship was practised throughout Europe. It is believed that her nature was invoked through the harmony, balance and the natural order of life. She was perceived and celebrated by local communities, who were in harmony with nature, on hills and mountains. Many suggest that these were her thrones on earth.

The early Christian church had a propencity of building churches, or other Christian symbols(name changing) at old pagan religious sites and sacred mounts. The Church in Rudston, located next to the largest Megalithic stone in Britain, is one good example. Could "Oliver's Mount" have had a similar fate?

Glastonbury Tor in Somerset is a popular limestone mount with a significant mystical history, probably dating back to the days of goddess worship. This hill rises to 500ft with a small church dating back to about the 12th century on top.
Historically the Tor would have been almost an Island (the Isle of Glass) surrounded by water and swirling mist. It is believed that Glastonbury and the Meare lake villagers (Celtic people) buried their dead on the sacred Isle of Avalon below the Tor. The Glastonbury area is made up of three significant mounts (Glastonbury Tor, Chalice Hill, and Wearyall Hill)

Similarly Oliver's mount is a limestone mount about 500ft high and was once also surrounded by water. The Mere represents remnants of this distant past.

In Biblical history, Back in the time of Abraham, the area around the old city of Jerusalem was known as the land of Moriah. It was essentially made up of three main hills known as Mount Moriah, Mount Zion, and the Mount Of Olives.

Many traditions relate either Mount Moriah or the Mount Of Olives to the biblical story of Abraham binding his son Isaac for sacrifice ( Genesis 22 ).

The tradition of Jacob's Dream is also identified with Mount Moriah "...He came upon a certain place and stopped there for the night, for the sun had set. Taking one of the stones of that place, he put it under his head and lay down in that place. He had a dream; a stairway was set on the ground and its top reached to the sky, and angels of God were going up and down on it. And the Lord was standing beside him... Jacob awoke from his sleep and said, ... "How awesome is this place! This is none other than the abode of God and that is the gateway to heaven" (Genesis 28:10-18)."

The Mount Of Olives has been a very special place of worship, sacrifice and ascension to heaven. In the New Testament it is said of Jesus:

"...he took them to the Mount of Olives (near Bethany,) ... while they were looking on, he was taken up and a cloud carried him up from their view. And as they kept gazing intently toward heaven as he was going away from them, two men in white clothing were standing by them...(Luke 24:50-52; Acts 1:9-12)."

The Mount of Olives is a limestone ridge slightly more than a mile in length, running in general north to south direction, and covering the whole eastern side of the city of Jerusalem. At a distance its outline is almost horizontal gradually sloping away at its southern end.

Oliver's Mount can be described in much the same way. It too, is a limestone ridge running in a general north to south direction for about a mile. It looks almost horizontal, and slopes away at its southern end. It mostly covers the south/eastern side of what would have been the older town of Scarborough(Falsgrave). It is approximately 500ft high with an obelisk Great War Memorial rising a further 75ft.

Falsgrave Mount can be seen from Oliver's Mount, and the NEXT mount over (also seen from Oliver's Mount) is Jacob's Mount with a path-way up to the top of Jacob's Mount known as Jacob's Ladder(steps).

It is also interesting to note that the coast line from Filey up to Whitby is reputedly the hotest spot in Europe for UFO sightings.

Some have suggested that Oliver's Mount is named after Oliver Cromwell. It is suggested that during his siege of the castle in 1645 he placed artillery batteries on Oliver's Mount.