Sky Sports Racing will broadcast a flat card from Windsor and Chepstow on Monday, kicking off at 1.50pm. The headline race is the Fitzdares Sprint Series Qualifier Handicap, a £10,800 contest pitting Durham Castle against Shiplake. Durham Castle, a Simon and Ed Crisford‑trained gelding, seeks back‑to‑back wins after a fifth‑place finish at Kempton, while Shiplake, rated 90, hopes a 2‑lb drop will improve his chances.

At Chepstow, the BJ Llewellyn Racing In Memory Of Gwilym Llewellyn Amateur Jockeys’ Handicap opens the card, with Sarah Bowen aboard Pride of Nepal chasing a hat‑trick. Bowen has partnered the horse 16 times, winning twice, and missed the last two victories. After a six‑pound rise at Windsor, the gelding carried 60 pounds to another easy win at Lingfield, confirming his form.

Later at Windsor, Ziggy’s Avenger will test a 4‑lb penalty in the Join Fitzdares For A Personal Service Handicap after a Ripon win, while Court Of Stars carries top weight seeking to break a run of seconds. Espona Bay and Flyta, the latter at a 23 % strike‑rate, also feature, making Monday’s card a busy pre‑Royal Ascot showcase.