| Trophy | Award | Winner | Group | Play | Character | Year |
| Margaret Guildford | Best Overall Play | Market Harborough Parsnips Youth Group | Market Harborough Parsnips Youth Group | After Midnight Before Dawn | | 2014 |
| Margaret Guildford | Best Overall Play | Market Harborough Parsnips Youth Group | Market Harborough Parsnips Youth Group | After Midnight Before Dawn | | 2014 |
| Margaret Guildford | Best Overall Play | West Bridgford Dramatic Society | West Bridgford Dramatic Society | Henna Night | . | 2012 |
| Margaret Guildford | Best Overall Play | Calverton Theatre Group | Calverton Theatre Group | Shrine | . | 2011 |
| Margaret Guildford | Best Overall Play | Market Harborough Drama Society | Market Harborough Drama Society | Effie's Burning | . | 2010 |
| Margaret Guildford | Best Overall Play | Dronfield Players | Dronfield Players | The Fox | . | 2008 |
| Margaret Guildford | Best Overall Play | Robin Hood Youth Theatre | Robin Hood Youth Theatre | Drinking Companoins | . | 2007 |
| Margaret Guildford | Best Overall Play | Mackintosh Productions | Mackintosh Productions | Words of Love | . | 2006 |
| Margaret Guildford | Best Overall Play | Manchail Productions | Manchail Productions | The Man with the Christmas Socks | . | 2005 |
| Margaret Guildford | Best Overall Play | Edwinstowe Theatre Group | Edwinstowe Theatre Group | Last Panto in Little Grimley | . | 2003 |
| Margaret Guildford | Best Overall Play | Burton Joyce Players | Burton Joyce Players | Too Long an Autumn | . | 2002 |
| Margaret Guildford | Best Overall Play | Keyworth Dramatic Society | Keyworth Dramatic Society | Hidden Meanings | . | 2001 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Last Tango in Long Eaton | . | 2000 |
| Margaret Guildford | Best Overall Play | Dilys Guite Players | Dilys Guite Players | Semblance of Madness | . | 1999 |
| Margaret Guildford | Best Overall Play | West Bridgford Dramatic Society | West Bridgford Dramatic Society | Darlings You Were Wonderful | . | 1998 |
| Margaret Guildford | Best Overall Play | Prospect Players | Prospect Players | The Triplets | . | 1997 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Revolution | . | 1996 |
| Margaret Guildford | Best Overall Play | Edwinstowe Theatre Group | Edwinstowe Theatre Group | After Midnight Before Dawn | . | 1995 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Cagebirds | . | 1994 |
| Margaret Guildford | Best Overall Play | Edwinstowe Theatre Group | Edwinstowe Theatre Group | The Dumb Waiter | . | 1993 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | No Why | . | 1992 |
| Margaret Guildford | Best Overall Play | Edwinstowe Theatre Group | Edwinstowe Theatre Group | Hero | . | 1991 |
| Margaret Guildford | Best Overall Play | Arcade Players | Arcade Players | The Rescue | . | 1990 |
| Margaret Guildford | Best Overall Play | Denys Edwards Players Sheffield | Denys Edwards Players Sheffield | Pastiche | . | 1989 |
| Margaret Guildford | Best Overall Play | Hasland Players Chesterfield | Hasland Players Chesterfield | Streuth | . | 1988 |
| Margaret Guildford | Best Overall Play | Keyworth Dramatic Society | Keyworth Dramatic Society | Rock Bottom | . | 1987 |
| Margaret Guildford | Best Overall Play | Chesterfield Playgoers | Chesterfield Playgoers Society | The Good and Obedient Young Man | . | 1986 |
| Margaret Guildford | Best Overall Play | Arena Theatre Company Warrington | Arena Theatre Company Warrington | The Last Time I Saw Paris | . | 1985 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Death of a Dummy | . | 1984 |
| Margaret Guildford | Best Overall Play | Denys Edwards Players Sheffield | Denys Edwards Players Sheffield | One Season's King | . | 1983 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Poppy | . | 1982 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | A Dead Liberty | . | 1981 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | Love All | . | 1980 |
| Margaret Guildford | Best Overall Play | Blaby Drama Group | Blaby Drama Group | . | . | 1979 |
| Margaret Guildford | Best Overall Play | St John's Church Dramatic society | St John's Church Dramatic society | Red Peppers | . | 1976 |
| Margaret Guildford | Best Overall Play | Arcade Players | Arcade Players | Life of Hercules - Page One | . | 1975 |
| Margaret Guildford | Best Overall Play | Beeston Players | Beeston Players | . | . | 1974 |
| Margaret Guildford | Best Overall Play | Rolls-Royce (Hucknall) Theatre Group | Rolls-Royce (Hucknall) Theatre Group | The Widowing of Mrs Holroyd | . | 1973 |
| Margaret Guildford | Best Overall Play | Arcade Players | Arcade Players | . | . | 1972 |
| Margaret Guildford | Best Overall Play | West Bridgford Dramatic Society | West Bridgford Dramatic Society | . | . | 1971 |
| Margaret Guildford | Best Overall Play | Bramcote and Stanton Drama Group | Bramcote and Stanton Drama Group | . | . | 1968 |