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The Herts Charity Cup, officially titled the Hertfordshire Football Association Charity Cup, was begun in the 1900–01 season as a fund raising competition for the chosen charities of the Hertfordshire County Football Association. It is second only in status to the Herts Senior Cup within the competitions run by the Herts FA and is the third longest running, following the Herts Senior Cup (1886–87) and the Herts Junior Cup (1894–95). The charity aspect of the competition is still maintained with the Herts FA donating £525 from the 2008–09 competition to various chosen football-connected charities such as the St Johns Ambulance Brigade and Disability Sport England.
 | This article needs additional citations for verification. (June 2024) |
| Founded | 1901 |
|---|---|
| Region | Hertfordshire England |
| Number of teams | 8 |
| Current champions | Hitchin Town |
| Most successful club(s) | St Albans City (26 titles) |
| Website | hertfordshirefa.com/cup |
It is currently contested by the eight senior clubs in the county, outside the Football League (for this reason, Watford, Stevenage and Boreham Wood do not enter). The eight clubs who entered in the 2008–09 season were Bishop's Stortford and St Albans City (Football Conference), Ware, Cheshunt, Potters Bar Town and Hitchin Town (Isthmian League), Hemel Hempstead Town (Southern League) and the now defunct Berkhamsted Town (Spartan South Midlands League).
Potters Bar Town also play in the Middlesex Senior Cup, because Potters Bar was historically in Middlesex, and the club is affiliated to both the Hertfordshire and the Middlesex County Football Association.
- * After extra time
- ^ Penalties
| Club | Wins | Last final won | Runners–up | Last final lost |
|---|---|---|---|---|
| St. Albans City | 26 | 2012–13 | 21 | 1995–96 |
| Barnet | 24 | 1964–65 | 10 | 1953–54 |
| Hitchin Town | 17 | 2018–19 | 19 | 1969–70 |
| Bishop's Stortford | 15 | 2015–16 | 6 | 2012–13 |
| Cheshunt | 6 | 2016-17 | 7 | 2010–11 |
| Boreham Wood | 5 | 1989–90 | 7 | 1994–95 |
| Hemel Hempstead Town | 3 | 2009–10 | 4 | 1966–67 |
| Barnet & Alston | 3 | 1913–14 | 1 | 1909–10 |
| Hitchin | 3 | 1904–05 | 0 | N/A |
| Baldock Town | 2 | 1993–94 | 1 | 1999–2000 |
| Waltham Glendale | 2 | 1910–11 | 0 | N/A |
| Hertford Town | 1 | 1972–73 | 7 | 1979–80 |
| Berkhamsted Town | 1 | 2001–02 | 2 | 1997–98 |
| Letchworth Garden City[n 4] | 1 | 1974–75 | 1 | 1977–78 |
| St Albans Abbey | 1 | 1906–07 | 1 | 1905–06 |
| Stevenage Borough | 1 | 1995–96 | 1 | 1993–94 |
| Potters Bar Town | 1 | 2006–07 | 0 | N/A |
| Ware | 0 | N/A | 9 | 1922–23 |
| St. Albans Amateurs | 0 | N/A | 3 | 1903–04 |
| Harpenden | 0 | N/A | 2 | 1908–09 |
| Broxbourne Borough V&E | 0 | N/A | 1 | 2009–10 |
| Hitchin Blue Cross | 0 | N/A | 1 | 1924–25 |
| Hoddesdon Town[n 5] | 0 | N/A | 1 | 1910–11 |
| Leavesden Mental Hospital | 0 | N/A | 1 | 1919–20 |
| Leverstock Green | 0 | N/A | 1 | 2011–12 |
| Royston Town | 0 | N/A | 1 | 2014-15 |
| Tring Town | 0 | N/A | 1 | 2000–01 |
| Watford Victoria Works | 0 | N/A | 1 | 1906–07 |
- St Albans refused to accept a date for final. Cheshunt were awarded the cup.
- Competition shared.
- Hemel withdrew from the competition because of player safety concerns, Hitchin were awarded the cup.
- Includes results under their previous names of Letchworth Town and Letchworth Athletic
- Includes results under the name of Hoddesdon
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