| Date | Team | Opposition | Start | Location | Type | ||
|---|---|---|---|---|---|---|---|
| Sun 19th April 2009 | Sunday 1sts - Friendly | v | Rickmansworth | The Common | Friendly | The Common (Friendly) | |
| Sat 25th April 2009 | Saturday 1sts - Friendly | v | Chenies & Latimer | The Common | Friendly | The Common (Friendly) | |
| Saturday 2nds - Friendly | v | Chenies & Latimer | Away | Friendly | Away (Friendly) | ||
| Sun 26th April 2009 | Sunday 2nds - Friendly | v | St John's Wood | The Common | Friendly | The Common (Friendly) | |
| Sat 2nd May 2009 | Saturday 1sts - Friendly | v | South Hamptead | The Common | Friendly | The Common (Friendly) | |
| Saturday 2nds - League | v | St Margaretsbury 2 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Shenley Village 3 | Away | HL | Away (HL) | ||
| Sun 3rd May 2009 | Sunday 1sts - Friendly | v | Amersham | Away | Friendly | Away (Friendly) | |
| Sat 9th May 2009 | Saturday 1sts - League | v | St Margaretsbury 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Hatch End 1 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Great Gaddesden 1 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Wormley 3 | Away | HL | Away (HL) | ||
| Sun 10th May 2009 | Sunday 1sts - Friendly | v | Reed | The Common | Friendly | The Common (Friendly) | |
| Sat 16th May 2009 | Saturday 1sts - League | v | Knebworth Park 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Letchworth 3 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Old Haberdashers 2 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Potters Bar 5 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 17th May 2009 | Sunday 1sts - Friendly | v | Harrow Wayfarers | The Common | Friendly | The Common (Friendly) | |
| Sat 23rd May 2009 | Saturday 1sts - League | v | Langleybury 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Hertford 3 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Boxmoor 2 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Harpenden 5 | Away | HL | Away (HL) | ||
| Sun 24th May 2009 | Sunday 1sts - Friendly | v | Stage | The Common | Friendly | The Common (Friendly) | |
| Mon 25th May 2009 | Strollers XI | v | Little Missenden Misfits | Away | Friendly | Away (Friendly) | |
| Wed 27th May 2009 | Occasionals | v | Maccabi GB U 18s | The Common | Friendly | The Common (Friendly) | |
| Sat 30th May 2009 | Saturday 1sts - League | v | Dunstable 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Reed 2 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Dunstable 4 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Old Elizabethans 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 31st May 2009 | Sunday 1sts - Friendly | v | Old Merchant Taylors | Away | Friendly | Away (Friendly) | |
| Junior Development | v | Stevenage | The Common | JDD | The Common (JDD) | ||
| Sat 6th June 2009 | Saturday 1sts - League | v | Hoddesdon 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Preston 2 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Little Berkhamsted Sahibs 1 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Broxbourne 4 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 7th June 2009 | Sunday 1sts - Friendly | v | Hoddesdon 1 | The Common | CC | The Common (CC) | |
| Sunday 2nds - Friendly | v | Chenies & Latimer | Away | Friendly | Away (Friendly) | ||
| Sat 13th June 2009 | Saturday 1sts - League | v | Hitchin 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Ware 1 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Bovingdon 1 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Ickleford 3 | Away | HL | Away (HL) | ||
| Sun 14th June 2009 | Sunday 2nds - Friendly | v | Players and Jesters | The Common | Friendly | The Common (Friendly) | |
| Sunday 2nds - League | v | Long Marston 1 | Away | CV | Away (CV) | ||
| Sat 20th June 2009 | Saturday 1sts - League | v | Totteridge Millhillians 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Potters Bar 3 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | St Albans 4 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Sawbridgeworth 5 | Away | HL | Away (HL) | ||
| Sun 21st June 2009 | Sunday 1sts - League | v | Potters Bar 1 | Away | CV | Away (CV) | |
| Sunday 2nds - League | v | Watford Town 1 | The Common | CV | The Common (CV) | ||
| Sat 27th June 2009 | Saturday 1sts - League | v | Leverstock Green 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Rickmansworth 2 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Old Elizabethans 2 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Abbots Langley 4 | Away | HL | Away (HL) | ||
| Sun 28th June 2009 | Strollers XI | v | Red Lion | The Common | Friendly | The Common (Friendly) | |
| Sunday 1sts - League | v | Chingford 1 | Away | CV | Away (CV) | ||
| Sat 4th July 2009 | Saturday 1sts - League | v | Berkhamsted 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Tewin 1 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Abbots Langley 3 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Datchworth 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 5th July 2009 | Sunday 1sts - League | v | Abbots Langley | The Common | CV | The Common (CV) | |
| Sunday 2nds - League | v | Chesham 2 | Away | CV | Away (CV) | ||
| Sat 11th July 2009 | Saturday 1sts - League | v | St Margaretsbury 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Broxbourne 2 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | West Herts 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Waltham Cross Rosedale 4 | Away | HL | Away (HL) | ||
| Sun 12th July 2009 | Sunday 2nds - Friendly | v | Great Gaddesden | The Common | Friendly | The Common (Friendly) | |
| Kent Tour | v | Bratton | Away | Tour | Away (Tour) | ||
| Mon 13th July 2009 | Kent Tour | v | Biddestone | Away | Tour | Away (Tour) | |
| Tue 14th July 2009 | Kent Tour | v | Box | Away | Tour | Away (Tour) | |
| Wed 15th July 2009 | Kent Tour | v | Urchfont | Away | Tour | Away (Tour) | |
| Sat 18th July 2009 | Saturday 1sts - League | v | Knebworth Park 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Radlett 4 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Kings Langley 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Welwyn Garden City 5 | Away | HL | Away (HL) | ||
| Sun 19th July 2009 | Sunday 1sts - League | v | Kenton 1 | Away | CV | Away (CV) | |
| Sunday 2nds - League | v | Ickenham 2 | The Common | CV | The Common (CV) | ||
| Wed 22nd July 2009 | Saturday 1sts - Friendly | v | MCC | The Common | Friendly | The Common (Friendly) | |
| Sat 25th July 2009 | Saturday 1sts - League | v | Langleybury 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Totteridge Millhillians 3 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Hatfield Hyde 2 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Berkhamsted 4 | Away | HL | Away (HL) | ||
| Sun 26th July 2009 | Sunday 2nds - Friendly | v | Mill Hill Scorpions | The Common | Friendly | The Common (Friendly) | |
| Sat 1st August 2009 | Saturday 1sts - League | v | Dunstable 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Abbots Langley 2 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Potton Town 2 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Rickmansworth 4 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 2nd August 2009 | Sunday 1sts - League | v | Hemel Hempstead 1 | The Common | CV | The Common (CV) | |
| Sunday 2nds - League | v | Hemel Hempstead 2 | Away | CV | Away (CV) | ||
| Sat 8th August 2009 | Saturday 1sts - League | v | Hoddesdon 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Welwyn Garden City 3 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Met Police Bushey 2 | Westwood Park | HL | Westwood Park (HL) | ||
| Saturday 4ths - League | v | Bentley Heath 2 | Away | HL | Away (HL) | ||
| Sun 9th August 2009 | Sunday 1sts - League | v | Edmonton 1 | Away | CV | Away (CV) | |
| Sunday 2nds - League | v | Cockfosters 2 | The Common | CV | The Common (CV) | ||
| Wed 12th August 2009 | Occasionals | v | King's College London | The Common | Friendly | The Common (Friendly) | |
| Sat 15th August 2009 | Saturday 1sts - League | v | Hitchin 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Hemel Hempstead 3 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Weston 1 | Away | HL | Away (HL) | ||
| Sun 16th August 2009 | Sunday 1sts - League | v | Harpenden 1 | The Common | CV | The Common (CV) | |
| Sunday 2nds - League | v | Met Police Bushey | Away | CV | Away (CV) | ||
| Sat 22nd August 2009 | Saturday 1sts - League | v | Totteridge Millhillians 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Flitwick 2 | Away | HL | Away (HL) | ||
| Saturday 3rds - League | v | Northwood 3 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Hatfield Hyde 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Sun 23rd August 2009 | Sunday 1sts - League | v | Harrow 1 | Away | CV | Away (CV) | |
| Sunday 2nds - League | v | Ley Hill | The Common | CV | The Common (CV) | ||
| Sat 29th August 2009 | Saturday 1sts - League | v | Leverstock Green 1 | The Common | HL | The Common (HL) | |
| Saturday 2nds - League | v | Leverstock Green 2 | Away | HL | Away (HL) | ||
| Saturday 4ths - League | v | Hatfield & Crusaders 3 | Westwood Park | HL | Westwood Park (HL) | ||
| Sat 5th September 2009 | Saturday 1sts - League | v | Berkhamsted 1 | Away | HL | Away (HL) | |
| Saturday 2nds - League | v | Southgate Compton 1 | The Common | HL | The Common (HL) | ||
| Saturday 3rds - League | v | Codicote | Away | HL | Away (HL) | ||
| Sun 6th September 2009 | Sunday 2nds - Friendly | v | Coopers | Away | Friendly | Away (Friendly) | |
| Sunday 1sts - League | v | Osterley 1 | The Common | CV | The Common (CV) | ||
| Sat 12th September 2009 | Saturday 1sts - Friendly | v | Perivale Phoenicians | The Common | Friendly | The Common (Friendly) | |
| Sun 13th September 2009 | Sunday 1sts - Friendly | v | Sarratt | The Common | Friendly | The Common (Friendly) | |
| Sat 19th September 2009 | Saturday 1sts - Friendly | v | Northwood | Away | Friendly | Away (Friendly) | |
| Sun 20th September 2009 | Sunday 1sts - Friendly | v | Sutton | The Common | Friendly | The Common (Friendly) |