Castledine was a right-hand bat and slow left-arm bowler who played his early cricket for Rufford Abbey where he was employed as a gardener.
Following a recommendation from Thomas Wass (the Nottinghamshire bowler named Wisden Cricketer of the Year in 1908), he joined the Nottinghamshire ranks in 1931 and made his first class debut against West Indies that July. He didn’t make the best of starts – he was bowled by a Martindale Yorker for nought in his first innings.
After a period in the wilderness, he hit an unbeaten double century in a Second Eleven game against Derbyshire to earn a recall but failed spectacularly with the bat in all four appearances. A high score of 15 gave him a career batting average of 3.14 from five first class matches.