On two occasions, they lifted the NEL Challenge Cup overcoming Middlesbrough Reserves in 1936 and Blyth Spartans two years later. They were beaten finalists in 1938.
The Football League
Elected to the Third Division North in 1951, their first Football League fixture was against Halifax Town but ended in a 3-1 defeat. A few days later, Chesterfield arrived as the first visitors to Borough Park with Reds emerging 3-1 victors.
It was a tough baptism, though, and Workington finished 24th, 23rd and 20th in their first three seasons with a record FL defeat (0-8 at Wrexham) inflicted upon them during the ’53-54 campaign.
Matters slowly began to improve under the management of Bill Shankly and his two-year tenure saw the club better positioned when he left than they were on his arrival. Two other prominent managers, Joe Harvey, who was in charge for five seasons, and Ken Furphy, in the hot seat for just over two years, did so much to enhance the club’s reputation throughout the late fifties/early sixties.
Promotion from the Fourth Division in 1964 led to three seasons in the Third and, whilst there, Workington attained their highest FL placing – 5th position at the end of the ’65-66 campaign. Sadly, though, relegation was experienced twelve months later.
It had been a golden period in the club’s history and included a notable league double over Swansea Town (7-0 at home, 6-1 away), during the 1965-66 campaign.
They became famed League Cup fighters in the sixties, reaching the quarter finals in both 1964 and 1965 only to lose to West Ham United and Chelsea respectively. The run in ’64-65 competition began with a 9-1 victory over Barrow and included a sensational 5-1 replay success over, then, top flight outfit Blackburn Rovers at Ewood Park – arguably the club’s finest ever result.
Other cup heroics were recorded in the FA Cup – a narrow 1-0 defeat against Liverpool (51-52) and a 1-3 reverse v. Manchester United (57-58) – both memorable occasions.
Messrs Shankly, Harvey and Furphy were revered during their time in the Borough Park hot-seat but the stability was not quite the same thereafter and managers came and went on a regular basis. Brian Doyle and former player, George Aitken, did stay longer than most but once they left the club the future looked bleak
The decline set in during the mid-seventies and Workington’s final four seasons saw them finish 23rd, 23rd, 24th and 24th. It ended in demotion from the Football League in 1977, voted out and replaced by Wimbledon.
The Non-League Era
They became members of the Northern Premier League on the 18th June, 1977 but life remained a struggle. Indeed, they were left to reflect on 19th, 14th and 21st final placings in the first three campaigns and didn’t manage a top half finish (7th) until the end of their sixth season.
Winning a first trophy in forty-seven years was welcome respite when they lifted the President’s Cup in 1984 but matters deteriorated on the league front culminating in relegation at the end of the 1987-88 season. Many unwanted records were established including an all-time heaviest loss, 0-9 at Chorley, and a painful, embarrassing home defeat, 0-8 v. Rhyl.
Ten mediocre seasons in the NPL First Division followed, before another relegation saw them demoted to the North West Counties League in 1998.
After years of struggle and decline, what happened in the NWCL was truly remarkable. They won their final fourteen league games to pip Mossley for the ’98-99 title on the final day of a dramatic season – a first senior championship in the club’s history.
It prompted fifteen years of moderate success and a nine-season stint in Conference North, ending in April, 2014.
They twice reached the Conference North play-offs, and enjoyed several good FA Trophy runs, with a few Cumberland Cup successes thrown in for good measure.
They finished runners-up in Evo-Stik Premier in 2015 recording more victories (27) than any other team in the division. Unfortunately, though, they lost in the play-offs to Ilkeston, a team they had beaten twice in the regular campaign. A fifth-place finish in 2016 again culminated in play-off heartache, beaten in the final at Salford City.
Workington made it a hat-trick of top five finishes, fourth in fact, but again suffered disappointment in 2017 when they fell at the first hurdle, albeit a thrilling 3-2 defeat at Stourbridge.
It was a mid-table finish at the end of the 2017-18 campaign when an injury crisis over the second half of the season saw them slump from a position of second at the turn of the year to a final standing of eleventh.
And the decline continued throughout the 2018-19 season with only eight league wins recorded, culminating in relegation. During the last three months of a depressing season, Workington lost nine consecutive league games at home – another unwanted club record!
Under new management, the Reds bounced back in style during the 19-20 campaign but, the intervention of a world-wide pandemic prevented a highly probable promotion and immediate return to Step 3 football.
They were ten points clear at the top of the North West Division when the season was declared ‘concluded’ and recorded as null and void.
A second curtailed season compounded the frustration ahead of a third bid to gain promotion during 2021-22. Despite just four defeats and an excellent defensive record (only 27 goals conceded) they ended their NPL West Division campaign as runners-up to Warrington Rylands. Had they won on the final day, instead of being held to a damaging 1-1 draw, they would have clinched a maiden NPL title.
There was hardly time to recover from the disappointment with Workington knocked out of the play-offs by Marine a few days later.
Workington were again strongly fancied for promotion during the ’22-23 campaign but, because of Macclesfield’s strength and resources, any success would probably have to be via the ply-offs. After a third-place finish, they got the better of Clitheroe and Runcorn Linnets, the latter in the final before a 2,500 crowd – and so made a welcome return to Step 3 football.
To cap a memorable season, they also lifted the Cumberland Cup for a record twenty-seventh time, inflicting a 9-1 victory over Penrith at Brunton Park.
The objective, following promotion, was consolidation in the Premier Division and that was achieved with a 17th final placing. They also retained the Cumberland Cup, overcoming Carlisle United in the final, lifting the trophy for the 28th time.
A 12th place finish in a congested Premier Division in 2025 probably papered over some cracks and early exits in both FA Cup and Trophy illustrated the need to do better.
The 2025-26 campaign ended on a high note after the team had spent much of the season encamped in the relegation zone. Admittedly, an 18th place finish shouldn’t have been a cause for celebration but, considering where they were at the turn of the year, it was some achievement.