Ridden by Hayley Turner she tracked the front-running favourite Assembly of Truth before taking the lead in the last quarter mile and despite veering left in the final furlong she won by half a length from Kareena Kapoor.

[5] Eight days after her win at Yarmouth the filly was stepped up sharply in class to contest the Group 3 Albany Stakes at Royal Ascot and was ridden for the first time by Silvestre de Sousa.

De Sousa was again in the saddle when the filly started at 20/1 for the Group 2 Duchess of Cambridge Stakes at Newmarket Racecourse on 13 July when her eight opponents included La Pelosa, Main Edition and Angel's Hideaway.

Racing down the centre of the wide track Pretty Pollyanna went to the front and half way and held off a sustained challenge from Signora Cabello to win by three quarters of a length, with the pair coming home well clear of the rest.

[9] In the Group 1 Cheveley Park Stakes at Newmarket on 29 September Pretty Pollyanna started the 6/4 favourite but despite staying on well in the closing stages she never looked likely to win and came home fourth behind Fairyland, The Mackem Bullet and So Perfect, beaten one and three quarter lengths by the winner.

On 26 May Pretty Pollyanna made her three-year-old debut at the Curragh in the Irish 1000 Guineas over one mile when she was ridden by Frankie Dettori and started at odds of 9/1 in a ten-runner field.

The filly then reverted to sprint distances and was matched against older horses and male opposition in the July Cup at Newmarket in which she finished fourth to Ten Sovereigns, Advertise and Fairyland.