Located in west-central Saskatoon, the diverse neighbourhood of Pleasant Hill was originally known as Willoughby Hill, with historical roots dating back to the 1880s. It currently has a population of about 4,800 people, a very affordable average home price of just over $169,000, and has recently been selected for a major $3.5 million revitalization project.

Together the Saskatoon Urban Renewal Project, the provincial government and the Western Economic Diversification Project of the federal Government will result in neighbourhood overhauls. 29 lots zoned for business along 20th Street will be levelled and modern commercial upgrades put into place. Selected lots along Avenue N and Avenue O zoned as residential will be demolished to make way for affordable and decent homes. St. Mary's School will receive major renovations or replacements, possibly even a new community centre.

Within the Core Neighbourhoods Suburban Development Area, the neighbourhood of Pleasant Hill is triangular and is south of 23rd Street, North-west of the rail line which runs diagonally and east of Avenue W South. Streets are laid out east and west, avenues are laid out running north and south. The whole of the Pleasant Hill community is laid out in a grid pattern.

From 1884 to 1890, Dr. J.H.C. Wiloughby was Saskatoon's first postmaster and first physician on the east side of the River until after providing medical assistance to Middleton's troops during the Riel Rebellion. His home was located at the present location of St. Paul's Hospital. Being that he was a physician, his home was one of the first hospitals in the City of Saskatoon. In 1903 he helped to establish the first telephone in the area. He also became one of Saskatoon's first city councillors from 1907–1908.

The boundaries of the Pleasant Hill community used to extend west of Avenue W to Circle Drive, but in the early 1990s the City of Saskatoon redrew many of its neighbourhood boundaries; as a result, the section west of Avenue W was renamed Meadowgreen.