The Fred Conway Cumberland Cup is the current senior county cup in the ancient county of Cumberland. It is administered by the Cumberland Football Association (CFA).Cumberland Cups According to the current rules of the competition, it is open to all clubs whose first affiliation is with the CFA.
Currently Carlisle United are the only fulltime professional team in the competition since Workington left the football league in 1977, so as a result they now tend to enter their reserve team. Other teams that enter are Workington, Cleator Moor Celtic, Penrith, Carlisle City, Whitehaven, and Windscale are from different levels of non-league. Northern Premier League , North West Counties Football League, Northern Football League , West Lancashire Football League and Wearside Football League are represented by these teams.
Teams from the Cumberland County League and the Westmorland League can also take part as they are covered by the Cumberland Football Association.
In previous years Scottish teams such as Annan Athletic, Gretna and Hearts of Liddesdale have also entered the competition due to being in the Carlisle and District League at the time. In Annan and Gretna's case they have even won the competition several times.
The current holders are Carlisle City who defeated Kirkoswald 3–0 in the 2025–2026 final at Frenchfield Park Stadium, Penrith.
Winners The last win for a club is shown in bold.
SeasonWinnersRunners up1885–86Carlisle (1885 to 86) Workington (Original)1886–87Workington (Original) Carlisle1887–88Workington (Original) Keswick1888–89Workington (Original) Distington1889–90Workington (Original) Carlisle1890–91Workington (Original) Frizington Rovers1891–92Moss Bay Exchange Workington (Original)1892–93Moss Bay Exchange Keswick1893–94Carlisle City (Original) Moss Bay Exchange1894–95Black Diamonds Carlisle City (Original)1895–96Workington (Original) Carlisle City (Original)1896–97Workington (Original) Carlisle City (Original)1897–98Workington (Original) Moss Bay Exchange1898–99Workington (Original) Frizington White Star1899–1900Black DiamondsWorkington (Original)1900–01Shaddongate United Workington (Original)1901–02Frizington White Star Keswick1902–03Shaddongate United Workington (Original)1903–04Cleator Moor United Keswick1904–05Carlisle United Carlisle Red Rose1905–06Carlisle Red Rose Frizington White Star1906–07Workington (Original)Carlisle United1907–08Workington (Original) Wigton Harriers1908–09Carlisle UnitedWorkington (Original)1909–10Workington (Original) Carlisle United1910–11Carlisle United Lowca Juniors1911–12Moor Row Villa Rovers Workington Central1912–13Carlisle United Frizington Athletic1913–14Egremont Town Carlisle United1914–15Bigrigg Carlisle United1918–19Cleator Moor Celtic Carlisle Tyers1919–20Frizington AthleticWest Seaton Rangers1920–21Cleator Moor Celtic Maryport1921–22Carlisle United Cleator Moor Celtic1922–23Whitehaven Recreation Penrith1923–24Carlisle United Workington1924–25Workington Cleator Moor Celtic1925–26Frizington Harriers Glasgow & South West Railway1926–27Whitehaven Athletic Workington1927–28Carlisle United Carrs Athletic1928–29Carlisle United South Tyne Rangers1929–30Carlisle UnitedWorkington1930–31Carlisle United Kells1931–32Carlisle United Whitehaven Athletic1932–33Carlisle United Maryport1933–34Carlisle United West Seaton Rangers1934–35Workington Carlisle United1935–36Wellington Villa Kells1936–37Workington Carlisle United1937–38Workington Carlisle United1938–39Carlisle United Border Star1939–40Carlisle UnitedCockermouth1940–41Lowca Border Regiment1941–42Wanderers Lowca1942–43Kells Boscombe Exiles1943–44Wanderers Kells1944–45Kells Wanderers1945–46Wanderers Cleator Moor Celtic1946–47Penrith Workington1947–48Penrith Parton United1948–49Parton United Holme Head1949–50WorkingtonParton United1950–51Penrith Keekle1951–5267th Training Regiment Parton United1952–53Annan Athletic Gretna1953–54Workington Holme Head1954–55Cleator Moor Celtic Annan Athletic1955–56Royal Army Ordnance Corps Salterbeck1956–57Salterbeck Gretna1957–58Penrith Lowca1958–59Gretna Aspatria1959–60Gretna Lowca1960–61Penrith Gretna1961–62Penrith Braithwaite1962–63Penrith Coronation Boys Club1963–64Penrith Coronation Boys Club1964–65Penrith Windscale Rovers1965–66Penrith Windscale Rovers1966–67Gretna Penrith1967–68Workington Gretna1968–69Annan Athletic Workington1969–70Marsh Boys Club Windscale United1970–71Penrith Marsh Boys Club1971–72Annan Athletic Penrith1972–73Penrith Haig Colliery1973–74Alston Penrith1974–75Penrith Gretna1975–76Carlisle City Hearts of Liddesdale 1976–77Carlisle City Wigton1977–78Haig Colliery Gretna1978–79Cleator Moor Celtic Workington1979–80Carlisle United Penrith1980–81Wigton Netherhall1981–82Haig Colliery Penrith1982–83Gretna Cleator United1983–84Gretna Windscale United1984–85Haig Colliery Carlisle United1985–86Workington Gretna1986–87Cleator Moor Celtic Cumbria Police1987–88Gretna Wetheriggs1988–89Gretna Cleator Moor Celtic1989–90Carlisle United Marchon1990–91Marchon Cleator Moor Celtic1991–92Gretna Penrith1992–93Carlisle United Gretna1993–94Gretna Carlisle United1994–95Gretna Penrith1995–96Workington Cleator Moor Celtic1996–97Gretna Gillford Park1997–98Windscale Carlisle City1998–99Cleator Moor Celtic Carlisle City1999–2000Workington Carlisle United2000–01Penrith Northbank2001–02Carlisle United Carlisle City2002–03Northbank Carlisle United2003–04Carlisle City Penrith2004–05Carlisle United Aspatria2005–06Penrith Carlisle City2006–07Workington Carlisle United2007–08Carlisle United Penrith2008–09Workington Penrith2009–10Penrith Gillford Park2010–11Carlisle United Netherhall2011–12Carlisle UnitedHarraby Catholic Club2012–13Carlisle UnitedWhitehaven2013–14Celtic Nation Aspatria2014–15Carlisle United Netherhall2015–16WorkingtonAspatria2016–17WorkingtonPenrith2017–18Cleator Moor CelticPenrith2018–19Carlisle UnitedPenrith2021–22Carlisle City Wetheriggs United2022–23WorkingtonPenrith2023–24WorkingtonCarlisle United2024–25Carlisle CityPenrith2025–26Carlisle CityKirkoswald F.C.
The competition was not held between 1915 and 1918 due to World War I.
The competition was cancelled in 2019–20 and 2020–21 due to the COVID-19 pandemic.
Most wins TeamWinsCarlisle United26Penrith18Workington AFC16Workington (Original)12Gretna10Cleator Moor Celtic7Carlisle City6Annan Athletic3Haig Colliery3Wanderers3
Recent finals
References