The first bicycle race at Gore Court Park was at the Kent Volunteers fete on 31st August 1869 at which there were running races and a bicycle race on a marked out grass track 200 yards around. The bicycle race was over half a mile and open only to Kent riders, it cost a shilling to enter and was won by the local champion A Meers of Borden, who beat seven competitors and received a guinea prize money. After the races, there was dancing to a band, balloon ascents and a fireworks display.
The 13th annual ‘Poor People's Fete' for the inmates of the Milton Union Workhouse was held at Gore Court Park on August 2nd 1871 with running and bicycle races. A thousand people enjoyed a free tea, men also were given tobacco, a pipe and a pint of beer, women were given snuff and a glass of wine. 7,000 people attended the event.
The annual Whit Monday sports meeting had been established by 1877 with open races and good prizes, there was a four miles bicycle open handicap race for members of Sittingbourne district bicycle clubs. Attendance was very good, there were 7,000 spectators at the 1880 Whit Monday meeting. George Smeed, the owner of Gore Court Park, died in 1881 and Mr Richard Denne became the new owner.
After a short pause, the sports meetings, including bicycle races, resumed in 1883 with Whit Monday and August Bank Holiday meetings. Mr Finn of Canterbury organised and ran the sports, which were held on the cricket pitch, with crowds of around 4,000. In 1887, George Bowes, a well known Kent amusement caterer took over as the organiser and by 1888 the August Bank Holiday meeting attracted 4,000 spectators.
The fete and sports ran very successfully through the 1890s when professional bicycle racing was the major attraction, the meetings were very popular, with 13,000 spectators in 1901. Richard Denne, the owner of Gore Court Park, died in 1901 and the sports stopped after 1902. George Bowes, who had organised the sports at Gore Court Park, opened a new ground of his own at Bowes Park in 1903 and ran sports meetings there.
By 1905, Gore Court Park was owned by G Smeed Dean and the grounds were re-opened with a meeting on Whit Monday 1905, which was in direct competition to the meeting at Bowes Park on the same day. Both venues advertised extensive programs of sports and entertainments and Bowes Park attracted 4,000 spectators. The Gore Court Park meeting was postponed until 1st July and attracted 1,500 spectators.
Sittingbourne Wheelers organised an August Bank Holiday meeting in 1905, which was watched by 3,000 people. The competition with Bowes Park diluted the attendance at both venues and there were no more sports meetings at Gore Court Park until the Victory sports on Whit Monday 1919. A track of six laps to the mile was marked out and 10,000 spectators watched athletics and three bicycle races. This was probably the last bicycle racing at Gore Court Park.
The site of Gore Court Park was largely developed for housing by 1940, which is now the area between Park Drive and Woodstock Road.