This region includes the Garden Route, the Central Karoo, and the Eastern part of the Overberg. A very distinct Area made up by contrasting Regions with each having a unique Character, Nature, Culture and History. This is home to the Indigenous Khoi and San people; the first meeting took place in Mossel Bay circa 1488 between European and ancient man. Swellendam was founded in 1745 and George not long after that, officially anyway. Pioneers and big game hunters, started to explore Areas of the Overberg, Oudtshoorn and George since the mid-17th Century. The Southern Cape and Karoo includes the Southernmost point of the African Continent, rain Forests, Mountains, sandy Beaches, proteas, fynbos, semi-Desert, fruit trees, Agricultural Land, Waterfalls, Nature Reserves, wildlife and plenty of ostriches,"(these animals are what makes the Karoo legendary!)" The Southern Cape and Karoo are not a Province but part of the; Western Cape Province, of South Africa. This Area occupy's the South Eastern, part of the Province. Previously the Western Cape Province used to be much bigger than now. Historically the Central Karoo and Southern Cape did occupy the entire Southern and Central Geographical part of the Western Cape Province, hence the name the Southern Cape.

The Garden Route is made up of the following Local Municipalities:'Hessequa; Kannaland; Mossel Bay; Oudtshoorn; George; Knysna and Bitou. As there is a better climate and richer soil quality. The majority of the Population is concentrated on the Coastal Belt and from there; the Population becomes sparser towards the interior. The Central Karoo is made up of the following local Municipalities: Laingsburg; Prince Albert; and Beaufort West. The Overberg is made up of the following local Municipalities: Cape Agulhas and Swellendam. 

Before 1856, Farmers in this Area attended the Church in Aliwal North. Primitive transport, bad Roads, Rivers and other obstacles made it an ordeal to go to; Church. After approval by the Church Board of Aliwal North, it was decided to purchase the Farm Waaihoek from the Botha brothers for the establishment of a new congregation. The Governor, Sir George Grey, also gave permission to name the place after his wife, “Lady Grey”. The Land surveyor, Mr. Orpen measured the Farm as well as the first 150 Erven. The first Church, completed in 1860, was built on a Hillock in the middle of Lady Grey. (It is interesting to note that all the houses were built to face the Church.)

The Reverend from Aliwal North conducted a service in Lady Grey once a month. In 1863 Rev. David Ross from Scotland accepted a call from the congregation of Lady Grey. When he arrived, Lady Grey consisted of a Church, Parsonage, two Shops and a few Houses. Rev. Ross was a learned, multi-skilled man and he used his Land Surveyor’s chain to measure more erven, in Lady Grey.

The first Hotel was on Erf 213 and it belonged to Mr. Lee. This Building was demolished, in 1865. He had offered the building and surrounding Property to the newly established Commission of Managers of the School, to use as a School and Teachers Residence. (This was in exchange for the free education of his own children. This was accepted.)

The first teacher was Mr. Reeder's. The first old Magistrates Court was also a Post Office with the Goal (Jail) on the opposite side of the same Erf. It was Built in 1889 and evacuated in 1923 when the current Magistrates and Post Office Building was completed. Lady Grey became a Municipality- SENQU Local Municipality, nbsp;in 1893 with Mr. B.J. Brummer as the first Mayor.

Before the Anglo Boer War there were no poor White people in Lady Grey. During the War, Black people were paid well in service of the British and after the War they had more than enough to keep them going without having to work. White people, destitute after the war, moved to Lady Grey and started to work as laborers. These people established themselves on the outskirts of Town. Businesses did well during the War and many Buildings were erected just after the War. The Railway between Lady Grey and Aliwal North was completed in 1905. Lady Grey became an important Trading Centre. People crossed the Mountains from Lesotho to purchase goods in Lady Grey. Large Trading Stores sold almost anything including: saddles; wallpaper; haberdashery; food and sweets. There were three Hotels: 'the Poplar Hotel; Central Hotel (currently 'Ye Olde Praktijkt') and the Commercial Hotel (currently: Mountain View Country Inn History).'

The Church of England and Methodist Church was Built in 1906 and the Dutch Reformed Church was demolished in 1911, then re-built and completed in 1913. The building that Houses the Lady Grey Arts Academy was Built in 1926 and named the 'David Ross School' after Rev David Ross. The Lady Grey Dam, also known as the Reservoir or “Groot Dam” was completed in 1925. This now has been used for Renewable Water. (FURTHER READING IS THE LINK) From the 1960’s the Town experienced an Economic decline and reached an all-time low in the mid 1990’s when the 'David Ross School', dropped to Primary School status. The changeover of the School to an Arts Academy brought revival to Lady Grey again. As the Academy grew people saw the potential of Lady Grey and started to invest in Property and Businesses. Old buildings were bought and Restored and Lady Grey became the sought after destination of today!