[4] The filly was immediately stepped up in class and matched against male opposition for the Listed Marble Hill Stakes at the Curragh in which she finished fourth behind her stablemate Caravaggio.
She was then sent to England for the Group 2 Queen Mary Stakes at Royal Ascot on 15 June but proved no threat to the American filly Lady Aurelia and came home in eighth place.
Eleven days after her run at Ascot Roly Poly was made 3/1 favourite for the Grangecon Stud Stakes over six furlongs on yielding ground at the Curragh.
Ridden by Ryan Moore she settled behind the leaders before making steady progress in the last quarter mile, gaining the advantage in the final strides and winning by a neck from the English challenger Seafront.
[7] The filly's busy schedule continued in August when she was sent to York Racecourse for the Lowther Stakes and finished second to Queen Kindly having led until well inside the final furlong.
In the Group 1 Cheveley Park Stakes at Newmarket Roly Poly started third favourite behind Lady Aurelia and Queen Kindly in a six-runner field.
After tracking the front-running Lady Aurelia she overhauled the American filly 50 yards from the finish but was caught on the line and beaten a short head by her unfancied stablemate Brave Anna.
Roly Poly ended her season with a trip to California to contest the Breeders' Cup Juvenile Fillies Turf at Santa Anita Park on 4 November.
On her three-year-old debut Roly Poly started favourite for the Nell Gwyn Stakes (a trial race for the 1000 Guineas) over seven furlongs at Newmarket but finished only seventh behind Daban.
In the Poule d'Essai des Pouliches run that year at Deauville Racecourse on 13 May, Roly Poly briefly took the lead 300 metres from the finish but was outpaced in the closing stages and came home sixth behind Precieuse.
Her six rivals were Wuheida (Prix Marcel Boussac), Sea of Grace (runner-up in the Poule d'Essai des Pouliches), Arabian Hope (Ganton Stakes), Delectation (Schwarzgold-Rennen), Opal Tiara (Balanchine) and the Argentinian Grade I winner Greta G. In a tactical change, Moore sent the favourite into the lead from the start and Roly Poly was never seriously challenged, establishing a clear advantage in the final furlong and winning "comfortably" by one and a quarter lengths from Wuheida.
[9] Sixteen days after her win in the Falmouth, Roly Poly was sent to France for the Group 1 Prix Rothschild over 1600 metres at Deauville and started the 3.2/1 second favourite behind Qemah.