The Brig Inn Trophy, sponsored by it's name sake the Brig Inn has changed name more than any other Trophy in the Association. Starting as the Usher Vaux in 1966/67, then the Lorimer Trophy in 76/77, followed by Ind Coope in 80/81, Apples in 92/93 before becoming the East Neuk in season 96/97. Then taken on as the Grays Inn Trophy 2013/14 and then lastly the Brig Inn Trophy from 17/18.
| Brig Inn Trophy | ||||
| Year | Winner | Runner-up | ||
| 2022 / 23 | Masada | Old Bank Bar | ||
| 2021 / 22 | Masada | Brig Inn | ||
| 2020 / 21 | No Season Due to Covid-19 | |||
| 2019 / 20 | Northern Bar | Murdo's Bar | ||
| 2018 / 19 | Masada | Brig Inn | ||
| 2017 / 18 | Northern Bar | Riley's | ||
| Changed to Brig Inn Trophy '17 | ||||
| 2016 / 17 | Masada | Northern Bar | ||
| 2015 / 16 | Masada | Broadsword Bar | ||
| 2014 / 15 | Masada | Brig Inn | ||
| 2013 / 14 | Brig Inn | Masada | ||
| Changed to Grays Inn Trophy '13 | ||||
| 2012 / 13 | Northern Bar | Masada | ||
| 2011 / 12 | Brig Inn | Three Lums Lounge | ||
| 2010 / 11 | Brig Inn | Masada | ||
| 2009 / 10 | Brig Inn | Rusty Nail | ||
| 2008 / 09 | Brig O Dee | Kirkgate | ||
| 2007 / 08 | Masada | Lord Byron | ||
| 2006 / 07 | Masada | Seaton Arms | ||
| 2005 / 06 | Northern | Three Lums Lounge | ||
| 2004 / 05 | Three Lums Lounge | Butchers Arms | ||
| 2003 / 04 | Masada | Lorne | ||
| 2002 / 03 | Northern | Crown | ||
| 2001 / 02 | Wagleys | Wilson's Bar | ||
| 2000 / 01 | Wagleys | Northern | ||
| 1999 / 00 | Northern | Masada | ||
| 1998 / 99 | Wagleys | Masada | ||
| 1997 / 98 | Black Dog | Three Lums Lounge | ||
| 1996 / 97 | Northern Lounge | Greentrees | ||
| Changed To East Neuk Trophy in '96 | ||||
| 1995 / 96 | Masada | Frigate | ||
| 1994 / 95 | Black Dog | New Swan | ||
| 1993 / 94 | Masada | Northern | ||
| 1992 / 93 | Tower | Masada | ||
| Changed To Apples Trophy in '92 | ||||
| 1991 / 92 | Charlotte | Tower | ||
| 1990 / 91 | Northern | White Cockade | ||
| 1989 / 90 | Masada | Malt Mill Lounge | ||
| 1988 / 89 | Crown | Malt Mill Lounge | ||
| 1987 / 88 | Northern | Crown | ||
| 1986 / 87 | Northern | Masada | ||
| 1985 / 86 | Central | White Cockade | ||
| 1984 / 85 | Masada | Double Two | ||
| 1983 / 84 | Premier Lounge | Caledon | ||
| 1982 / 83 | Cragshannoch | Northern | ||
| 1981 / 82 | Caledon | Cragshannoch | ||
| 1980 / 81 | St Machar | Balgownie | ||
| Changed To Ind Coope Trophy in '80 | ||||
| 1979 / 80 | Charlotte A | Tower | ||
| 1978 / 79 | Swan | Covenanter | ||
| 1977 / 78 | Swan | Carlton | ||
| 1976 / 77 | Charlotte A | Martins | ||
| Changed To Lorimer Trophy in '76 | ||||
| 1975 / 76 | Castlehill | Palace | ||
| 1974 / 75 | Castlehill | Central | ||
| 1973 / 74 | Club Bar | Harbour | ||
| 1972 / 73 | Charlotte | Palace | ||
| 1971 / 72 | Castlehill | Dee Motel | ||
| 1970 / 71 | Reed Lion | Balaclava | ||
| 1969 / 70 | Palace | Bridge Of Dee | ||
| 1968 / 69 | Queens Bar | Lord Byron | ||
| 1967 / 68 | Cragshannoch | Queens Bar | ||
| 1966 / 67 | Dolphin | Craigshannoch | ||
| Started as Usher Vaux Trophy in '66 | ||||