The 2026–27 season is the 140th season in the history of Cheltenham Town Football Club and their third consecutive season in League Two. In addition to the domestic league, the club also will participate in the FA Cup, the EFL Cup, and the EFL Trophy.
Transfers and contracts In DatePos.PlayerFromFeeRef. 18 June 2026 CDM Charlie McCann Barrow Nominal 1 July 2026 LM Jordan Shipley Port Vale Free 1 July 2026 CB Pierce Sweeney Exeter City 1 July 2026 LWB Joe Tomlinson Milton Keynes Dons 17 July 2026 CDM Shaun McWilliams Rotherham United 18 July 2026 GK Wyll Stanway Barrow Undisclosed 8 August 2026 LW Favour Onukwuli Sheffield Wednesday Free 14 August 2026 CF Andreas Weimann Derby County
Loaned in DatePos.PlayerFromLoaned untilRef. 4 August 2026 CF Kirsten Otchere Leicester City End of Season 10 August 2026 RW Jake Evans
Loaned out DatePos.PlayerToLoaned untilRef. 6 August 2026 CM Harry Tustin Hereford End of Season 14 August 2026 CF Sopuruchukwu Obieri Evesham United 21 August 2026 GK Mamadou Diallo Worcester City 19 September 2026
Released/out of contract DatePos.PlayerSubsequent clubJoined dateRef. 30 June 2026 RWB Ieuan Bailey UCCS Mountain Lions 1 July 2026 CM Charlie Caple Cinderford Town LB George Harmon Brackley Town RB Arkell Jude-Boyd Shrewsbury Town CM Tommy Backwell Southend United 22 July 2026 RW Jordan Thomas Doncaster Rovers 28 July 2026 CF Tom King Bolton Wanderers 4 August 2026 CDM Scot Bennett Weston-super-Mare 5 August 2026 CM Luke Young Sligo Rovers 13 August 2026 LW Josh Martin CB Cameron Walters
New contract DatePos.PlayerContract expiryRef. 5 May 2026 CB Robbie Cundy 30 June 2027 LB George Nurse CM Ben Stevenson CB Jonathan Tomkinson CB James Wilson 6 May 2026 CF George Miller 30 June 2027 7 May 2026 RWB Ryan Broom Undisclosed 30 June 2026 CM Harry Tustin LB Freddy Willcox 1 July 2026 CB Mark Barber Undisclosed
Pre-season and friendlies On 22 May, The Robins announced a pre-season friendly, against Slimbridge. Four days later, a second fixture was confirmed against Evesham United. On 12 June, a home friendly against Milton Keynes Dons was added. On 3 July, Cheltenham announced a warm-weather training camp in Valencia, Spain between 4–11 July.
Competitions League Two
League table
Results summary
Results by round
Matches
FA Cup
EFL Cup
Cheltenham were drawn at home to Charlton Athletic in the first round.
EFL Trophy
Group stage
Cheltenham were drawn against Oxford United, Exeter City and Tottenham Hotspur into Southern Group A.
Statistics Appearances and goals
Players with no appearances are not included on the list; italics indicate a loaned in player
Disciplinary record
Rank Name League Two FA Cup EFL Cup EFL Trophy Total 1 3 CB Jonathan Tomkinson 4 0 0 0 0 0 0 0 0 0 0 0 4 0 0 17 CDM Shaun McWilliams 4 0 0 0 0 0 0 0 0 0 0 0 4 0 0 3 8 CDM Charlie McCann 1 1 0 0 0 0 0 0 0 0 0 0 1 1 0 4 18 CF Andreas Weimann 2 0 0 0 0 0 0 0 0 0 0 0 2 0 0 19 CF Jake Evans 2 0 0 0 0 0 0 0 0 0 0 0 2 0 0 25 CB Pierce Sweeney 2 0 0 0 0 0 0 0 0 0 0 0 2 0 0 26 LM Jordan Shipley 2 0 0 0 0 0 0 0 0 0 0 0 2 0 0 33 LB Freddy Willcox 2 0 0 0 0 0 0 0 0 0 0 0 2 0 0 9 4 LWB Joe Tomlinson 0 0 0 0 0 0 1 0 0 0 0 0 1 0 0 11 CF Jake Bickerstaff 1 0 0 0 0 0 0 0 0 0 0 0 1 0 0 Total 20 1 0 0 0 0 1 0 0 0 0 0 21 1 0
Awards EFL awards EFL League Two Player of the Month MonthPlayerResultRef.September Charlie McCann
EFL League Two Manager of the Month MonthManagerResultRef.September Steve Cotterill
References