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 |
|---|---|---|
| 2024 | Tim Butler | 1h 45m 16s (Club record) |
| 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 | Guy Preece | 1h 55m 20s |
| 2007 | George Unsworth | 1h 50m 15s |
| 2006 | George Unsworth | 1h 54m 10s |
| 2005 | Gerry McGarr | 1h 56m 10s |
| 2004 | George Unsworth | 2h 2m 33s |
| 2003 | Andy Jarvis | 1h 59m 6s |
| 2002 | Andy Jarvis | 1h 54m 49s |
| 2001 | Andy Jarvis | 2h 1m 47s |
| 2000 | Andy Jarvis | 2h 1m 47s |
| 1999 | Andy Jarvis | 1h 53m 12s |
| 1998 | Andy Jarvis | 1h 58m 57s |
| 1997 | Andy Jarvis | 1h 58m 30s |
| 1996 | Andy Jarvis | 1h 54m 1s |
| 1995 | Gary Hobbs | 1h 59m 30s |
| 1994 | Andy Jarvis | 2h 5m 56s |
| 1993 | John Barnes | 1h 55m 57s |
| 1992 | Chris Vasey | 1h 54m 4s |
| 1991 | N. Boyle | 1h 49m 39s |
| 1990 | Aubrey Roberts | 1h 55m 1s |
| 1989 | John Barnes | 1h 52m 4s |
| 1988 | Gerry McGarr | 2h 0m 31s |
| 1987 | Gerry McGarr | 2h 3m 42s |
| 1986 | Gerry McGarr | 1h 57m 34s |
| 1985 | Gerry McGarr | 1h 57m 17s |
| 1984 | Gerry McGarr | 1h 59m19s |
| 1983 | K. Baker | 1h 57m 39s |
| 1982 | Not Awarded | |
| 1981 | Ted Tedaldi | 2h 7m 43s |
| 1980 | Ted Tedaldi | 2h 7m 54s |
| 1979 | Ted Tedaldi | 2h 9m 0s |
| 1978 | Ted Tedaldi | 2h 4m 35s |
| 1977 | C.Ransome | 2h 13m 19s |
| 1976 | W Griffiths | |
| 1975 | W Griffiths | |
| 1974 | Ted Tedaldi | |
| 1973 | Ted Tedaldi | |
| 1972 | W Griffiths | |
| 1971 | Phil Griffiths | |
| 1970 | Phil Griffiths | |
| 1969 | Phil Griffiths | |
| 1968 | Phil Griffiths | |
| 1967 | Phil Griffiths | |
| 1966 | Eric Moody | |
| 1965 | Ted Tedaldi | |
| 1964 | Ted Tedaldi | |
| 1963 | R Dean | |
| 1962 | R Gough | |
| 1961 | Ted Tedaldi | |
| 1960 | R Gould | |
| 1959 | R Dean | |
| 1958 | R Dean | |
| 1957 | W Gray | |
| 1956 | W Gray | |
| 1955 | D Pugh | |
| 1954 | D Pugh | |
| 1953 | W Gray | |
| 1952 | W Gray | |
| 1951 | O Andrews | |
| 1950 | A Jackson | |
| 1949 | A Chinn | |
| 1948 | R Coates | |
| 1947 | A Bell | |
| 1946 | A Bell | |
| 1945 | P Sharp | |
| 1944 | G Hall | |
| 1943 | F Baxter | |
| First awarded | C.A. Morris | 1h 9m 32s |