2008: two-year-old season

On his racecourse debut Crowded House started a 25/1 outsider in a maiden race over seven furlongs at Newmarket Racecourse on 22 August and finished tenth of the nineteen runners behind his stable companion Delegator. On 5 September the colt was stepped up in distance for a maiden over one mile on the polytrack surface at Kempton Park Racecourse and started the 11/4 joint-favourite alongside the John Gosden-trained Alwaary in a thirteen-runner field. Ridden by Jamie Spencer he disputed the lead from the start, went clear of the field approaching the final furlong and won by three and a quarter lengths despite being eased down in the closing stages.^[6] Crowded House's next race was the Tattersalls Timeform Million at Newmarket on 4 October, a race restricted to horses sold as yearlings at Tatteralls and which carried a first prize of £541,700. After racing among the leaders he took the lead 50 yards from the finish he was caught in the final strides and beaten by the gelding Donativum. The winner went on to take the Breeders' Cup Juvenile Turf three weeks later.

On 25 October Crowded House was moved up in class for the Group One Racing Post Trophy over one mile at Doncaster Racecourse and was made the 7/1 third favourite behind Jukebox Jury (winner of the Royal Lodge Stakes) and the Irish challenger Masterofthehorse who had finished third to Sea the Stars in the Beresford Stakes. The other twelve runners included Sri Putra (Solario Stakes), Indian Ocean (fourth in the National Stakes) and several highly regarded maiden winners. Jamie Spencer restrained the colt at the rear of the field as the outsider Cornish set the pace, before switching to the right to make his challenge in the last quarter mile. The colt veered to the left, hampering at least two of his opponents before sprinting clear in the closing stages to win by three and a half lengths from Jukebox Jury with Skanky Biscuit (also trained by Meehan) a neck away in third.^[7][8] After the race Spencer commented "He's just a good horse and needs better ground really. I was just stopped in my run early and when I got out he just flew. It was just inexperience that made him go left. He's a class horse."^[9] Meehan said "He looks good, he looks a serious horse, he did it so well. He was probably always getting there. In the Sales race at Newmarket, we had to go for the money but it was obviously a furlong too short. He looked very impressive here today and he's a very classy horse, everything about him is good".^[10]

2009: three-year-old season

Crowded House began the 2008 season as the ante-post favourite for The Derby.^[11] On his first appearance as a three-year-old, Crowded House contested the Dante Stakes (a major trial race for the Derby) over ten and a half furlongs at York Racecourse on 14 May. He started the 2/1 favourite but never looked likely to win and finished eighth of the ten runners behind Black Bear Island. Meehan said that the colt had returned from York in a somewhat "battered" condition and commented "I still think the world of the horse. We've still got big plans for him".^[11]

In the 2009 Epsom Derby on 6 June Crowded House started at odds of 20/1 in a twelve-runner field which contained only four British-trained runners. Meehan decided to allow the colt to take his chance after an impressive exercise gallop six days before the race.^[12] After turning into the straight in eleventh place he made steady progress before being badly hampered two furlongs from the finish and came home sixth behind the Irish colts Sea the Stars, Fame and Glory, Masterofthehorse, Rip Van Winkle and Golden Sword.^[13]

2010: four-year-old season

In the early part of 2010 Crowded House was sent to race in Dubai where he contested three races on the synthetic Tapeta Footings track at Meydan Racecourse. In February he finished second to Alexandros in the Al Rashidiya and then started favourite for the Al Maktoum Challenge, Round 2 in which he was beaten half a length by the locally trained Allybar. On 27 March he was ridden by John Velasquez in the Dubai World Cup and finished ninth of fourteen behind the Brazilian-bred Gloria de Campeao.^[14]

On his return to Europe, Crowded house finished fourth in the Gordon Richards Stakes at Sandown Park Racecourse in April, sixth to Harbinger in the Hardwicke Stakes at Royal Ascot in June and seventh in the Princess of Wales's Stakes at Newmarket in July.^[15]

In the autumn of 2010 Crowded House was sent to race in the United States where he was trained by Ben Cecil.^[16] On his first appearance in North America he finished fourth behind The Usual Q T in the Grade I Eddie Read Handicap on turf at Del Mar Racetrack on 25 July. On 29 August he was ridden by Corey Nakatani in the Grade I Pacific Classic on Del Mar's polytrack surface. Starting at odds of 12.6/1 he took the lead a furlong out but was caught in the last 40 yards and beaten three quarter of a length into second place by the five-year-old Richard's Kid.^[17][18] In his two remaining races of 2010 Crowded House finished a close fourth to Court Vision in the Woodbine Mile in September but then ran poorly when last of seven behind Richard's Kid in the Goodwood Stakes at Hollywood Park Racetrack on 3 October.

2011: five-year-old season

In 2011 Crowded House was again sent to race in Dubai and ran three times at Meydan. He finished seventh in the Al Maktoum Challenge, Round 2 and ninth in the Burj Nahaar before running last of fourteen in the Godolphin Mile on 26 March.^[19]