2008: two-year-old season On his racecourse debut Cityscape started a
16/1 outsider for a
maiden race over one mile at
Newmarket Racecourse on 15 August and exceeded expectations as he finished second of the eleven runners. On 4 September over the same distance at
Salisbury Racecourse he started 11/10 favourite for a minor event and recorded his first victory as he drew right away from his opponents to win "readily" by nine
lengths. The colt was then stepped up sharply in class to contest the
Group 2 Royal Lodge Stakes at
Ascot Racecourse and was made the 15/8 favourite. He took the lead approaching the final
furlong but was overtaken in the final strides and beaten three quarters of a length by
Jukebox Jury.
2009: three-year-old season On his first appearance as a three-year-old Cityscape ran in the
Greenham Stakes (a major trial race for the
2000 Guineas) at
Newbury Racecourse on 18 April and finished second to the Irish-trained favourite Vocalised. In the 2000 Guineas two weeks later he made little impact and came home fourteenth of the fifteen runners behind
Sea the Stars.
2010: four-year-old season After an absence of almost a year, Cityscape returned in a
handicap race at Newbury on 17 April 2010 in which he was ridden by
Jimmy Fortune and finished well to take fourth place. Eleven days later he was partnered by
Ryan Moore in the
Listed Paradise Stakes at Ascot when he started the 4/9 favourite but was beaten into second place by the six-year-old
gelding King of Dixie. Drowne resumed the ride when Cityscape returned from another lengthy hiatus for the Superior Mile at
Haydock Park on 4 September and started at 9/2 in an eight-runner field which included
Awzaan Ordnance Row (
Sovereign Stakes), Fanunalter (
Doncaster Mile) and the favourite Secrecy. Two years to the day since his last success Cityscape took the lead a furlong out and won by one and quarter lengths from Secrecy. On 1 October Cityscape started 4/1 second choice in the betting behind Penitent (
Lincoln Handicap,
Fortune Stakes) in the Group 3 Joel Stakes at Newmarket. He went to the front in the last quarter mile and steadily increased his advantage to come home seven lengths clear of Penitent in second.
2011: five-year-old season Cityscape began his fourth campaign in the
Sandown Mile on 23 April and finished second of the five runners behind
Dick Turpin. In the
Queen Anne Stakes at
Royal Ascot on 14 June he ran third behind
Canford Cliffs and
Goldikova. He was then sent to France for a very strong renewal of the
Prix Jacques Le Marois at
Deauville Racecourse on 15 August and came home eighth of the twelve runners in a race won by
Immortal Verse. On 11 September Cityscape was sent to Ireland for the Group 3 Solonaway Stakes at the
Curragh and started the 2/5 favourite against five opponents headed by the
Ruby Stakes winner Wild Wind. After racing in second place he went to the front approaching the final furlong, and won by two and a half lengths despite being eased by Drowne in the closing stages. Less than two weeks after his win in Ireland Cityscape was shipped to Italy for the Group 1
Premio Vittorio di Capua at
San Siro Racecourse in Milan. He took the lead in the straight and opened up a clear advantage but was caught on the line and beaten a short head by Dick Turpin. On 30 October the horse was back in France for the Group 3 Prix Perth on
very soft ground over 1600 metres at
Longchamp Racecourse and started favourite against eleven opponents including Nova Hawk (runner-up in the
Coronation Stakes), Polytechnicien (
Prix Exbury) and Sommerabend (
Grosse Europa-Meile). Cityscape took the lead soon after the start and was never seriously challenged, accelerating away from his rivals in the last 300 metres to win "easily" by two lengths from Sommerabend. For his final appearance of the season Cityscape was sent to
Sha Tin Racecourse to contest the
Hong Kong Mile on 11 December and started a 32/1 outsider in a fourteen-runner field. He produced a sustained run on the outside in the straight and finished a neck second behind
Able One with the favoured
Xtension in third and
Sahpresa,
Apapane and
Jimmy Choux unplaced. In the
2011 World Thoroughbred Rankings Cityscape was given a rating of 121, making him the 38th best racehorse in the world.
2012: six-year-old season For his first run as a six-year-old, Cityscape was sent to Dubai to contest the Group 1 Dubai Duty Free Stakes over 1800 metres at
Meydan Racecourse in which he was ridden for the first time by
James Doyle who became his regular jockey that year. He was made the 8/1 third choice in the betting behind
Ambitious Dragon and Mutahadee (third in the
Jebel Hatta) in a fifteen-runner field which also included Await the Dawn (
Hardwicke Stakes), Dark Shadow (
Mainichi Okan), Xtension,
California Memory,
Presvis, Delegator (
Duke of York Stakes) and Musir (
UAE Derby). After tracking the leaders Cityscape went to the front 500 metres from the finish and went clear of the field in the closing stages to win "comfortably" by four and a quarter lengths from Mutahadee in a course-record time of 1:48.65. Roger Charlton commented "The horse has been really consistent and has been training really well. He had a good preparation at home and he's come out here and not lost any weight. I thought it was the most competitive race on the card and I didn't think he'd break the track record and win by four and a quarter lengths". In the
Champions Mile in Hong Kong on 1 May Cityscape started the 6/5 favourite but after struggling to obtain a clear run in the straight he came home tenth of the sixteen runners behind Xtension. On his return to Europe ran consistently well against top-class opposition but failed to win in four races. After finishing fourth behind
Nathaniel,
Farhh and
Twice Over in the
Eclipse Stakes at Sandown on 7 July he ran for the second time in the Prix Jacques Le Marois at Deauville and was beaten into second place by
Excelebration with
Elusive Kate,
Moonlight Cloud, Immortal Verse,
Golden Lilac,
Fallen For You and
Most Improved finishing behind. On 16 September he was sent to
Woodbine Racetrack in Canada for the
Woodbine Mile in which he finished third behind
Wise Dan. On his final run of the year in the
Queen Elizabeth II Stakes at Ascot on 20 October he took the lead approaching the final furlong but was overtaken and beaten three lengths into second place by Excelebration. In the
2012 World Thoroughbred Rankings Cityscape was given a rating of 124, making him the 13th best racehorse in the world.
2013: seven-year-old season Cityscape remained in training as a seven-year-old in 2013 but made only appearance. On 18 May, in the
Lockinge Stakes at Newbury he started the 6/1 third choice in the betting but finished tailed-off last of the twelve runners behind Farhh. His retirement was announced in October 2013. ==Stud career==