Flat Ride of The Year
- 1998: Darryll Holland on Double Trigger in the Goodwood Cup, 30 July.
- 1999: Francis Norton on She's Our Mare in the Cambridgeshire Handicap, 2 October.
- 2000: Gary Bardwell on Bangalore in the Chester Cup, 10 May.
- 2001: Steve Drowne on Harmonic Way in the Cork and Orrery Stakes, 21 June.
- 2002: Darryll Holland on Just James at Newmarket, 25 May.
- 2003: Martin Dwyer on Persian Punch in the Jockey Club Cup, 18 October.
- 2004: Paul Mulrennan on Blue Spinnaker in the Zetland Gold Cup, 31 May.
- 2005: Tony Culhane on Toss the Caber at Musselburgh, 4 July.
- 2006: Martin Dwyer on Sir Percy in the Epsom Derby, 3 June.
- 2007: Paul Hanagan on Fonthill Road at York, 13 October.
- 2008: Jim Crowley on Bulwark in the Chester Cup, 7 May.
- 2009: Tom Queally on Midday in the Breeders' Cup Filly & Mare Turf, 6 November.
- 2010: Paul Hanagan on Opening Nite at Ayr, 17 September.
- 2011: Paul Hanagan on Barefoot Lady in the Nell Gwyn Stakes, 13 April
Read more about this topic: Lester Award
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