Herts Senior Challenge Cup 2009-10
First Round
- Broxbourne Borough V & E 2-1 Colney Heath
- Royston Town 3-1 Boreham Wood
- Leverstock Green 2-1 Hitchin Town
- Hemel Hempstead Town 4-1 Watford
- Ware 3-1 Tring Athletic
- Oxhey Jets 4-2 Hertford Town
Second Round
- Barnet 3-5 Hemel Hempstead Town (@ Hemel Hempstead Town)
- Sawbridgeworth Town 1-2 Cheshunt
- St Margaretsbury 1-0 Ware
- Welwyn Garden City 2-1 Broxbourne Borough V & E
- Bishop's Stortford 6-2 Hatfield Town
- Leverstock Green 1-4 Stevenage Borough
- Oxhey Jets 1-0 Potters Bar Town
- St Albans City 0-2 Royston Town
Quarter Finals
- Hemel Hempstead Town 5-0 Welwyn Garden City
- Stevenage Borough 9-0 Oxhey Jets
- Royston Town 2-3 Cheshunt
- Bishop's Stortford 3-1 St Margaretsbury
Semi-Finals
- Bishop's Stortford 8-2 Stevenage Borough
- Cheshunt 2-2 Hemel Hempstead Town (Cheshunt won 2-1 on penalties)
Final (@ Herts FA HQ, Letchworth, 13/4/10)
- Bishop's Stortford 4-0 Cheshunt
Herts Charity Cup 2009-10
Quarter Finals
- Potters Bar Town 2-2 Ware (Potters Bar won 5-4 on penalties)
- Bishop's Stortford 1-1 Broxbourne Borough V & E (Broxbourne won 4-3 on penalties)
- Hitchin Town 2-1 Cheshunt
- Hemel Hempstead Town 1-0 Leverstock Green
Semi-Finals
- Potters Bar Town 0-4 Hemel Hempstead Town
- Hitchin Town 1-5 Broxbourne Borough V & E
Final (@ HCFA HQ, Letchworth, 6/5/10)
- Broxbourne Borough V & E 1-2 Hemel Hempstead Town
Herts Senior Centenary Trophy 2009-10
First Round
- Codicote 4-2 Harpenden Town
- Hertford Heath 1-6 Berkhamsted
- Kings Langley 0-0 Sandridge Rovers (Kings Langley won 10-9 on penalties)
- Bovingdon 0-4 Wodson Park
- Wormley Rovers 2-1 Cuffley
- Sun Postal Sports 1-5 Baldock Town Letchworth
- Lemsford 4-0 Mill End Sports
- Hadley 0-2 Tring Corinthians
- Evergreen 1-3 Metropolitan Police Bushey
Second Round
- Hoddesdon Town 3-1 Metropolitan Police Bushey
- London Lions 2-0 Standon & Puckeridge
- Park Street Village 0-1 London Colney
- Kings Langley 5-3 Croxley Guild
- Lemsford 2-5 Chipperfield Corinthians
- Wodson Park 5-2 Berkhamsted
- Codicote 3-2 Tring Corinthians
- Baldock Town Letchworth 2-2 Wormley Rovers (Wormley won 3-1 on penalties)
Quarter Finals
- London Colney 3-0 Hoddesdon Town
- Wodson Park 1-4 Kings Langley
- Chipperfield Corinthians 3-3 Codicote (Codicote won 3-1 on penalties)
- Wormley Rovers 3-0 London Lions
Semi-Finals
- London Colney 2-0 Kings Langley
- Wormley Rovers 3-0 Codicote
Final (@ Herts County FA Ground, Letchworth, 17/3/10)
- Wormley Rovers 0-4 London Colney
Herts Charity Shield 2009-10
First Round
- Sawbridgeworth Town 0-4 St Margaretsbury
- Colney Heath 0-3 Hoddesdon Town
- Harpenden Town 0-2 Metropolitan Police Bushey
- Oxhey Jets 4-0 Sun Postal Sports
- Tring Athletic 3-1 Hatfield Town
- Hertford Town 2-0 Royston Town
- London Lions 0-1 Welwyn Garden City
- Kings Langley 1-3 London Colney
Quarter Finals
- Hoddesdon Town 0-0 Tring Athletic (Hoddesdon Town won 3-2 on penalties)
- Oxhey Jets 4-1 Metropolitan Police Bushey
- St Margaretsbury 3-1 Welwyn Garden City
- Hertford Town 2-4 London Colney
Semi-Finals
- Hoddesdon Town 1-2 Oxhey Jets
- London Colney 0-1 St Margaretsbury
Final (@ Herts County FA Ground, Letchworth, 11/5/10)
- St Margaretsbury 2-4 Oxhey Jets
2009-10 Cups Summary
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