Canterbury Pilgrim was a British Thoroughbred racehorse and broodmare. She showed some ability as a juvenile but failed to win a race. She won the Oaks Stakes on her first run as a three-year-old and went on to win the Liverpool Summer Cup, Park Hill Stakes and Jockey Club Cup before being retired at the end of the year. As a broodmare the best of her offspring was Swynford, a top-class racehorse who was even better as a breeding stallion. She also produced the influential sire Chaucer and several good broodmares. She has been described as "one of the most influential horses, stallion or mare, of the Twentieth Century".
Canterbury Pilgrim contested four events as a two-year-old in 1894 but failed to win a race. When tried against top-class opposition on her debut in the Champagne Stakes at Doncaster Racecourse on 10 September she came home last of the seven runners behind the Duke of Westminster's filly Omladina. She also finished last of four behind Gulistan, Attainment and Queen's Piper in the Prendergast Stakes at Newmarket Racecourse on 10 October. Her only effort came at Liverpool in early November when she finished third to Arctic in the Knowsley Nursery carying a weight of 104 pounds.On her final run of the year she ran unplaced under 105 pounds in the Chesterfield Nursery Stakes over five furlongs on 14 November at Derby Racecourse.
1896: three-year-old season
Canterbury Pilgrim began her second season in the 118th running of the Oaks Stakes over one and a half miles at Epsom Racecourse on 5 June. Ridden by Fred Rickaby she was made the 100/8 fifth choice in the eleven-runner field with the Prince of Wales's 1000 Guineas winner Thais starting the 13/8 favourite. After tracking the leaders for most of the way she moved into second place behind Thais in the straight and then moved alongside the favourite entering the final furlong after a brief struggle she broke clear and won by two lengths from Thais, with Proposition a length away in third. The filly was then dropped back in distance for the Coronation Stakes over one mile at Royal Ascot twelve days later but despite starting 7/4 favourite she came home fourth behind Helm, Thais and Miss Fraser, all of whom had finished behind her at Epsom. Canterbury Pilgrim was matched against older horses in the Liverpool Summer Cup over eleven furlongs on 23 July and was assigned a weight of 103 pounds. Ridden by Tommy Loates she won "very cleverly" by a length from the nine-year-old Australian gelding Paris III. Canterbury Pilgrim faced Helm again Park Hill Stakes over one and three quarter miles on the last day of the St Leger meeting at the Doncaster. Starting the 10/11 favourite she went to the front entering the final furlong and "forged ahead" to win by two lengths from Jolly Boat with Helm unplaced. On 28 October, carrying a weight of 113 pounds, the filly finished unplaced behind Winkfield's Pride in the Cambridgeshire Handicap over nine furlongs at Newmarket. One day later at the same track she started at odds of 20/21 for the Jockey Club Cup over two and a quarter miles and won "very easily" from the colt Gulistan.
Breeding record
Canterbury Pilgrim was retired from racing at the end of 1896 to become a broodmare for Lord Derby's stud. On Lord Derby's death in 1896 the mare passed into the ownership of his son the 17th Earl. She produced ten foals between 1898 and 1914:
St Victorine, a brown filly, foaled in 1898, sired by St Serf. Female-line ancestor of Star Kingdom.
Chaucer, brown colt, 1900, by St Simon. Won eight races. Sire of Canyon and Pillion. Leading sire of broodmares.