Primary success at Grange Hill Farm came from their immense skill for winning at Cheltenham Festival, where they currently hold a record of seventeen wins at the famous four-day event. The first came in the 1992 William Hill Handicap Chase, where Tipping Tim kicked off their run of wins at Cheltenham, with it being followed up by a win for Galestrom in the 1993 Neptune Investment Management Novices Hurdle and Young Hustler in the 1993 RSA Chase, as well as a win for Arctic Kinsman in the 1994 Spinal Research Supreme Novices Hurdle.
Following a four-year gap, the Nigel Twiston-Davies racing team got back to winning ways at Cheltenham Festival, winning the 1998 Triumph Hurdle with Upgrade, the 2000 Pertemps Final Handicap Hurdle with Rubhahunish, the 2004 Neptune Investment Management Novices Hurdle with Fundamentalist, and the 2008 Pertemps Final Handicap Hurdle with Ballyfitz. Multiple wins in the festival came in 2009 with wins for Imperial Commander in the Ryanair Chase and Tricky Trickster in the National Hunt Chase, before 2010 saw wins for Imperial Commander in the Totesport Cheltenham Gold Cup, Baby Run in the Christie’s Foxhunter Chase Challenge Cup, and Pidgeon Island in the Johnny Henderson Grand Annual Chase Handicap.
The Nigel Twiston-Davies racing team have taken seven wins at Cheltenham Festival since 2010 alone, also winning the 2013 Neptune Investment Management Novices’ Hurdle with The New One, the 2013 Fulke Walwyn Kim Muir Challenge Cup Handicap Chase with Same Difference, the 2016 Weatherbys Champion Bumper with Ballyandy, and the 2016 RSA Chase with Blaklion.