| 1 | Fred Grubb Memorial Handicap | Sunday, 15 May | 12:00pm | Boeing Reserve, Strathmore | 6.5km |
| 2 | Moran Stable Handicap | Sunday, 22 May | 10:00am | Karkarook Park, Oakleigh | 5km |
| 3 | Rendina Family Handicap | Sunday, 29 May | 10:00am | Warringal Park, Heidelberg | 8km |
| 4 | Caruana Cross Country Classic | Sunday, 5 June | 11:00am | Woodlands Historic Park, Greenvale | 8km |
| 5 | Boutique FPS Handicap | Saturday, 11 June | 10:00am | Birds Land, Belgrave Heights | 5km |
| 6 | Retireinvest Eaglehawk to Bendigo Handicap | Sunday, 19 June | 12:00pm | Eaglehawk Town Hall, Bendigo | 6.5km |
| 7 | Independent Signs Handicap | Sunday, 26 June | 10:00am | Woodlands Historic Park, Greenvale | 10km |
| 8 | VCCL 5x3km Relay Challenge | Sunday, 3 July | 10:00am | Nortons Park, Wantirna South | 3km |
| 9 | Helmut & Maija Prentler Handicap | Sunday, 10 July | 10:00am | Jells Park (Enter Ferntree Gully Rd) | 8km |
| 10 | 38th Annual Murchison Handicap | Sunday, 17 July | 12:00pm | Murchison Football Ground | 10km |
| 11 | Eric Greaves Memorial Handicap | Sunday, 24 July | 10:00am | Braeside Park, Braeside | 10km |
| 12 | 46th Annual Norm Charles Handicap | Sunday, 31 July | 10:00am | Lysterfield Park | 10km |
| 13 | Tony Rendina Legend Handicap | Sunday, 7 August | 10:00am | Lillydale Lake (Bellbird Car Park) | 5km |
| 14 | Hash House Harriers Handicap | Sunday, 14 August | 10:00am | Two Bridges, Alexandra Ave | 8km |
| 15 | George Perdon Handicap | Sunday, 21 August | 10:00am | Jells Park (Enter Ferntree Gully Rd) | 16.09km |
| 16 | Coburg Lake Handicap | Sunday, 28 August | 10:00am | Coburg Lake | 6.5km |
| 17 | Thermal Products Handicap | Sunday, 4 September | 10:00am | Dandenong Police Paddocks Reserve | 8km |
| 18 | Westgate Bridge Memorial Handicap | Sunday, 11 September | 10:00am | Westgate Park, Port Melbourne | 5km |
| 19 | President's Handicap | Sunday, 18 September | 10:00am | Westerfolds Park (Enter Fitzsimmons Lane) | 6.5km |
| VCCL Presentation Night | Saturday, 15 October | 6:30pm | Eastern Golf Club, Doncaster | |
| VCCL Annual General Meeting | Sunday, 23 October | 10:00am | McKinnon Hotel, McKinnon | |