The Halford Cup was given to the club in 1925 by Halfords cycle shop, which used to be in Northgate Street. Originally awarded to the fastest rider in one of the club’s open 25 mile time trials it now goes to the fastest club rider over a distance of 50 miles. The first recipient of this award was C.A.Morris of the Speedwell Bicycle Club with a time of 1hr. 9mins. 32secs.
| Year | Winner | Time |
|---|---|---|
| 2023 | Tim Radley | 1h 50m 34s |
| 2022 | Dan Kelly | 1h 55m 27s |
| 2021 | Daryl Stroud | 1h 55m 12s |
| 2020 | Daryl Stroud | 2h 3m 33s |
| 2019 | Gerry McGarr | 2h 4m 0s |
| 2018 | Ian Lindsay | 1h 54m 15s |
| 2017 | Derek Dowdeswell | 2h 0m 45s |
| 2016 | Gerry McGarr | 2h 3m 35s |
| 2015 | Andy Shipton | 1h 57m 17s |
| 2014 | Gerry McGarr | 1h 57m 15s |
| 2013 | Gerry McGarr | 1h 53m 48s |
| 2012 | Gerry McGarr | 1h 51m 45s |
| 2011 | Gerry McGarr | 1h 59m 53s |
| 2010 | John Murphy | 2h13m56s |
| 2009 | George Unsworth | 1h 48m 18s (Club record) |
| 2008 | 1h 55m 20s | |
| 2007 | George Unsworth | 1h 50m 15s |
| 2003 | Andy Jarvis | |
| 2002 | Andy Jarvis | |
| 2001 | Andy Jarvis | |
| 2000 | Andy Jarvis | |
| 1998 | Andy Jarvis | |
| 1997 | Andy Jarvis | |
| 1996 | Andy Jarvis | |
| 1995 | Gary Hobbs | |
| 1994 | Andy Jarvis | |
| 1993 | John Barnes | |
| 1992 | Chris Vasey | |
| 1991 | N. Boyle | |
| 1990 | Aubrey Roberts | |
| 1989 | John Barnes | |
| 1988 | Gerry McGarr | |
| 1986 | Gerry McGarr | |
| 1984 | Gerry McGarr | 1h 59m19s |
| 1981 | Ted Tedaldi | |
| 1979 | Ted Tedaldi | |
| 1978 | Ted Tedaldi | |
| 1977 | C.Ransome | 2h 13m 19s |
| 1972 | Phil Griffiths | |
| C.A. Morris | 1h 9m 32s |