Cumberland Senior Cup

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). 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 professional team from the football league 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 Workington who defeated Penrith 9–1 in the 2022–23 final at Brunton Park, Carlisle.

Winners
The last win for a club is shown in bold.

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.