The 'flying dentist' William Ewart Hart operated from Penrith in these early years, circa 1911 onwards, from a site known as "Belmore Park", just north of the railway line. This site later became the Penrith Speedway and - as we often do with history - is now largely buried under new development. (Another Penrith Speedway was developed by Victor Sutherland, naming it Brooklands after, umm, Brooklands.)
Indeed the Belmore Park site is regarded as the first dedicated "aerodrome" in Australia. Shame we haven't done more to recognise that as an important fact...
The first manned flight of note in the Penrith region had been completed in November 1911 with William Ewart Hart’s flight from that same Belmore Park, Penrith to Parramatta Park, Parramatta in a Bristol biplane, taking about 20mins. Hart also flew what is regarded as the longest flight at that time in the Southern Hemisphere, from Penrith to Sydney Showground. It took just 55 minutes, including a stop at St Marys.
Hart, born in Parramatta, practiced dentistry at several locations and trained as an aviator at Penrith, at the private flight school known as the Aerial League of Australia. That operation was based at Belmore Park. The Aerial League itself had been formed in 1909 by George and Florence Taylor. Their selection of Belmore Park is reputedly the first instance in Australia of a piece of ground being set aside specifically for aviation purposes: ie arguably the first 'aerodrome'. Hart himself subsequently founded an aviation school at Belmore Park in January 1912 and had intention to do the same again at Richmond that same year, but was thwarted by an accident early that year.
Interestingly, Leslie John Roberts Jones was reportedly testing his experimental (initially steam-driven!) aircraft at Emu Plains at roughly the same time. L.J.R. Jones hailed from Bathurst but his family moved to Hereford St, Glebe in Sydney. In any event Jones too played an important role in the development of manned flight in Australia, becoming well known for his engine and aircraft designs and aviation engineering expertise. Jones used a field at "Eden Glassie", Herman Hollier's property at Emu Plains to put his experimental aircraft to the test. The aircraft, having been entirely built - including engine castings - at his parent's home in Glebe, was trucked (disassembled) in one night to Emu Plains. On 4th of June 1911 his super-heated steam-engined aircraft lifted off (or perhaps hopped) for a short distance. Unfortunately the impressive but fragile machine was damaged beyond repair by bad weather. Jones went onto design and build further flying machines and in so doing carve a sizable niche in aviation history for himself.
On the other (southern) side of the railway is Jamison Park. Originally Penrith's racecourse (dating back to the late 19th Century) this park was still noted in the 6th edition of The Premier Street Directory of Sydney, circa 1940, as "Penrith Racecourse". And of course today "Racecourse Rd" runs north-south down one side of the park. But there are few if any remaining signs of that racecourse. This document from Penrith City Council gives more detail on the racecourse and South Penrith in particular.
The Penrith Aero Club also operated from the Jamison Park site from perhaps the early 1940s until the late 1950s. Certainly the Penrith Aero Club was known to be conducting joy flights and training from Jamison Park during the 1950s.
In 1968 the Penrith Aero Club's disused clubhouse in Jamison Park was - I believe - moved, becoming the 'N. A. Hunter Pavilion', at Howell Oval. It didn't move far, if it moved at all - it's just on the other side of Jamison Road.
Why 2 airfields in Penrith? And why are there so many other airstrips and army camps (mostly old and forgotten) dotted around western Sydney? The western and south-western fringes of the Cumberland Plain are mostly flat and open, and at the outbreak of both world wars were sparsely settled and quite distant from the main centres of population; despite that relative isolation they mostly had good rail links to Sydney. The army for example had established a base near Liverpool and later at Ingleburn. And the Royal Australian Air Force (RAAF) selected sites nearby or in similar terrain but more suited to aviation. One other reason for "going west" was the military value of being out of range of naval bombardment.
The Penrith area is Mulgoa peoples' land, who spoke the Darug language. Jamison Park was named for Thomas Jamison, a pioneer landowner and First Fleet surgeon.
Penrith City heritage study (1) and (2) and (3)
Thornton Hall website
More on LJR Jones
More on Penrith Speedway.
Checkout my list of Sydney and surrounding airstrips and airports. There is a discussion in the comments to that page about a possible EAA or emergency alighting area for seaplanes on the Nepean River, adjacent to Jamison Road. (Alternatively that EAA was at the more remote Nepean Dam.)
My list of Sydney's race tracks and circuits.or checkout my list of Sydney and surrounding airstrips and airports.