| Wednesday 22nd April 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Ventnor CC 4th XI |
| Friday 24th April 2026 at 17:00 | Steephill | |
| Ventnor CC 3rd XI | v | West Ilsley CC 1st XI |
| Saturday 25th April 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Fair Oak CC 1st XI |
| Saturday 25th April 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 1st XI | v | Ventnor CC 2nd XI |
| Saturday 25th April 2026 at 13:00 | IOW Community Club | |
| Cowes CC 1st XI | v | Ventnor CC Friendly XI |
| Sunday 26th April 2026 at 13:00 | Lapstone Park - Pitch 1 | |
| Fair Oak CC 1st XI | v | Ventnor CC 1st XI |
| National Village Cup | Hampshire - Group 22 | |
| Sunday 26th April 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Arreton CC Friendly XI |
| Thursday 30th April 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Health Associates CC Friendly XI |
| Saturday 2nd May 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Calmore Sports CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 2nd May 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 2nd May 2026 at 13:00 | The David Roth Cricket Ground | |
| Easton & Martyr Worthy CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 2nd May 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 3rd May 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Shirley CC 1st XI |
| Monday 4th May 2026 at 13:30 | Steephill | |
| Ventnor CC Friendly XI | v | Isle of Wight Cricket Board Under 18 |
| Tuesday 5th May 2026 at 18:00 | Arreton CC | |
| Arreton CC The Hundred | v | Ventnor CC The Hundred |
| Isle of Wight Cricket League | Isle of Wight Midweek 100 League | |
| Wednesday 6th May 2026 at 18:00 | The Green | |
| Bembridge CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | National ECB U15 Cup - Isle of Wight | |
| Friday 8th May 2026 at 17:00 | Steephill | |
| Ventnor CC Midweek XI | v | Roy Bega Touring CC Friendly XI |
| Saturday 9th May 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Rowledge CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 9th May 2026 at 13:00 | Smallbrook Stadium | |
| Wight Whizzers CC 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 9th May 2026 at 13:00 | Recreation Ground | |
| Rowledge CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 9th May 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Ryde CC 2nd XI Saturday |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 10th May 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Ryde CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Monday 11th May 2026 at 18:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | National ECB U13 Cup - Isle of Wight | |
| Tuesday 12th May 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 16 | v | Newport CC, Isle of Wight Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Wednesday 13th May 2026 at 18:00 | IOW Community Club | |
| Cowes CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 13th May 2026 at 18:00 | Arreton CC | |
| Arreton CC Rebels | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Thursday 14th May 2026 at 13:30 | Steephill | |
| Ventnor CC Midweek XI | v | Newport Victoria CC 1st XI |
| Thursday 14th May 2026 at 18:00 | Arreton CC | |
| Arreton CC Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Saturday 16th May 2026 at 12:30 | Romsey Sports Centre | |
| Old Tauntonians & Romsey CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 16th May 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 16th May 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Burridge CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 16th May 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 17th May 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Newport CC, Isle of Wight Under 11 Crusaders |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 17th May 2026 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | Singh XI CC, Southampton Friendly XI |
| Tuesday 19th May 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Girls Under 13 | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 20th May 2026 at 17:00 | Top Field | |
| Ryde School 1st XI | v | Ventnor CC Midweek XI |
| Saturday 23rd May 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Fair Oak CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 23rd May 2026 at 13:00 | St James | |
| Portsmouth and Southsea CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 23rd May 2026 at 13:00 | Porchfield Cricket Club | |
| Ventnor CC 3rd XI | v | Wight Whizzers CC 1st XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 23rd May 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Fred Winter Cup | |
| Sunday 24th May 2026 at 10:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Slinfold CC Women's Soft Ball |
| Sunday 24th May 2026 at 10:00 | GKN/Seaclose C.C. | |
| East Cowes CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 24th May 2026 at 10:30 | ||
| Ventnor CC Women's 1st XI | v | Slinfold CC Women's Soft Ball |
| Sunday 24th May 2026 at 13:30 | Steephill | |
| Ventnor CC Friendly XI | v | Kings Langley CC Friendly XI |
| Monday 25th May 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Long Tales CC Friendly XI |
| Tuesday 26th May 2026 at 11:00 | Steephill | |
| Ventnor CC Midweek XI | v | Nomadic Kings XI Friendly XI |
| Wednesday 27th May 2026 at 14:00 | Steephill | |
| Ventnor CC Midweek XI | v | Nomadic Kings XI Friendly XI |
| Wednesday 27th May 2026 at 18:00 | Arreton CC | |
| Arreton CC U16 Rebels | v | Ventnor CC Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Wednesday 27th May 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 28th May 2026 at 14:00 | ||
| Ventnor CC Midweek XI | v | Nomadic Kings XI Friendly XI |
| Saturday 30th May 2026 at 12:30 | Southern Gardens | |
| Totton and Eling CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 30th May 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 30th May 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Steep CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 30th May 2026 at 13:00 | IOW Community Club | |
| Cowes CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 31st May 2026 at 10:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 31st May 2026 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Downsiders CC 1st XI |
| Tuesday 2nd June 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 11 | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 3rd June 2026 at 13:00 | Steephill | |
| Ventnor CC 1st XI | v | Calcutta CC Midweek XI |
| Thursday 4th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Wight Whizzers CC 1st XI |
| Friday 5th June 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Newport CC, Isle of Wight Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Saturday 6th June 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Basingstoke & North Hants CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 6th June 2026 at 13:00 | The Green | |
| St Helens CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 6th June 2026 at 13:00 | The Alan Taylor Field | |
| St Cross Symondians CC 3rd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 6th June 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Freshwater CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 7th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Arreton CC Hawks |
| Isle of Wight Junior Competitions | Isle of Wight U11 Cup | |
| Sunday 7th June 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Priston CC Sunday 1st XI |
| Monday 8th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Ryde CC Ridgebacks |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 9th June 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Ravens | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 10th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Arreton CC Buzzards |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 11th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Arreton CC Friendly XI |
| Friday 12th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Shanklin & Godshill CC Midweek XI |
| Saturday 13th June 2026 at 12:30 | Knellers Lane | |
| Langley Manor CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 13th June 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Hayling Island CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 13th June 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Shanklin & Godshill CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Saturday 13th June 2026 at 13:30 | Brading CC | |
| Ventnor CC 3rd XI | v | Newport CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Sunday 14th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Arreton CC Falcons |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 14th June 2026 at 13:30 | ||
| Ventnor CC Friendly XI | v | Shipwreck CC Friendly XI |
| Sunday 14th June 2026 at 14:00 | ||
| Island Bakeries CC Sunday 1st XI | v | Ventnor CC Friendly XI |
| Monday 15th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Cowes CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Wednesday 17th June 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Ryde CC Raccoons |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 17th June 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Rattlers | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 18th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Carisbrooke High School Old Boys CC Twenty20 |
| Saturday 20th June 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Havant CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 20th June 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Sunday 21st June 2026 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | Wight Whizzers CC 1st XI |
| Monday 22nd June 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 23rd June 2026 at 18:00 | Porchfield CC | |
| Island Bakeries CC Evening XI | v | Ventnor CC Evening XI |
| Tuesday 23rd June 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Newport CC, Isle of Wight Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 24th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Bembridge CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 25th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Northwood CC, IOW Evening XI |
| Friday 26th June 2026 at 18:00 | Newclose County Cricket Ground | |
| Ventnor CC Girls Under 16 | v | Ryde CC Royals |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Saturday 27th June 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Hambledon CC, Hants 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 27th June 2026 at 13:00 | Hunter Park | |
| Twyford CC, Hants 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 27th June 2026 at 13:00 | Arreton CC | |
| Arreton CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Saturday 27th June 2026 at 13:30 | Brading CC | |
| Ventnor CC 3rd XI | v | Northwood CC, IOW 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Sunday 28th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Wilcot CC Under 11 |
| Sunday 28th June 2026 at 13:30 | Steephill | |
| Ventnor CC Friendly XI | v | Smallhythe CC Tourists |
| Sunday 28th June 2026 at 14:00 | Loperwood Park | |
| Calmore Sports CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Monday 29th June 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC The Hundred | v | Ventnor CC The Hundred |
| Isle of Wight Cricket League | Isle of Wight Midweek 100 League | |
| Tuesday 30th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | New Ash Green CC Tour XI |
| Thursday 2nd July 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Ryde CC Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Friday 3rd July 2026 at 18:00 | ||
| Ventnor CC Midweek XI | v | West Wittering CC Wolves |
| Saturday 4th July 2026 at 12:00 | Loperwood Park | |
| Calmore Sports CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 4th July 2026 at 13:00 | The Green | |
| St Helens CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 4th July 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Easton & Martyr Worthy CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 4th July 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Cowes CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 5th July 2026 at 11:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Newport CC, Isle of Wight - Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 5th July 2026 at 18:00 | Steephill | |
| Ventnor CC Friendly XI | v | Boxgrove CC Friendly XI |
| Monday 6th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Freshwater CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 7th July 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Ryde CC Ravens |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 8th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Shanklin & Godshill CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 9th July 2026 at 18:00 | Newclose County Ground | |
| Ventnor CC Midweek XI | v | Newport Victoria CC 1st XI |
| Friday 10th July 2026 at 17:00 | ||
| Ventnor CC Midweek XI | v | Castle Hill CC, Kent 1st XI |
| Saturday 11th July 2026 at 12:30 | Recreation Ground | |
| Rowledge CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 11th July 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 11th July 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Rowledge CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Sunday 12th July 2026 at 10:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 12th July 2026 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Fawley CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Monday 13th July 2026 at 18:00 | The Green | |
| Bembridge CC Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 14th July 2026 at | ||
| Ventnor CC Midweek XI | v | Porchfield CC T20 XI |
| Wednesday 15th July 2026 at 18:00 | Arreton CC | |
| Arreton CC Rebels Young Guns | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 15th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Ryde CC Rattlers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 16th July 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 16 | v | Ventnor CC Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Thursday 16th July 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Health Associates CC Friendly XI |
| Saturday 18th July 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Old Tauntonians & Romsey CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 18th July 2026 at 13:00 | Burridge Cricket Club | |
| Burridge CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 18th July 2026 at 13:00 | TBC | |
| Ventnor CC 3rd XI | v | Shanklin & Godshill CC 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 18th July 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 19th July 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Hospital Services CC Friendly XI |
| Sunday 19th July 2026 at 14:00 | Romsey Sports Centre | |
| Old Tauntonians & Romsey CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Tuesday 21st July 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Newport CC, Isle of Wight Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 22nd July 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 23rd July 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Kettering Southgate CC Friendly XI |
| Saturday 25th July 2026 at 12:30 | Lapstone Park - Pitch 1 | |
| Fair Oak CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 25th July 2026 at 13:00 | Porchfield Cricket Club | |
| Ventnor CC 3rd XI | v | Wight Whizzers CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 25th July 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Portsmouth and Southsea CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 25th July 2026 at 13:00 | School Field | |
| Freshwater CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 26th July 2026 at 11:00 | Arreton CC | |
| Arreton CC Hawks | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 26th July 2026 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Totton and Eling CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Tuesday 28th July 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Bedworth CC 1st XI |
| Tuesday 28th July 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Shanklin & Godshill CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 29th July 2026 at 14:30 | Steephill | |
| Ventnor CC Midweek XI | v | Luddesdowne CC Midweek XI |
| Wednesday 29th July 2026 at 18:00 | The Green | |
| Bembridge CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 30th July 2026 at | Porchfield Cricket Club | |
| Porchfield CC T20 XI | v | Ventnor CC Midweek XI |
| Friday 31st July 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Ventnor Rugby Club |
| Saturday 1st August 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Totton and Eling CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 1st August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 1st August 2026 at 13:00 | Steep Cricket Club | |
| Steep CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 1st August 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Newport CC, Isle of Wight 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 2nd August 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Bembridge CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 2nd August 2026 at 13:15 | Steephill | |
| Ventnor CC Friendly XI | v | Monken Nomads CC 1st XI |
| Monday 3rd August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Northwood CC, IOW Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 4th August 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Flamingo CC Friendly XI |
| Tuesday 4th August 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Raccoons | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 5th August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Cowes CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 6th August 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 16 | v | Arreton CC U16 Rebels |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Friday 7th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Saturday 8th August 2026 at 12:30 | May's Bounty | |
| Basingstoke & North Hants CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 8th August 2026 at 13:00 | Porchfield Cricket Club | |
| Ventnor CC 3rd XI | v | St Helens CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 8th August 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | St Cross Symondians CC 3rd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 8th August 2026 at 13:30 | Brading CC | |
| Shanklin & Godshill CC 3rd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 9th August 2026 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | President's XI |
| Monday 10th August 2026 at 18:00 | Arreton CC | |
| Arreton CC Eagles | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 11th August 2026 at 18:00 | Northwood Cricket Club | |
| Northwood CC, IOW Evening XI | v | Ventnor CC Midweek XI |
| Tuesday 11th August 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Arreton CC Rebels |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 12th August 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Arreton CC Rebels Young Guns |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 12th August 2026 at 18:00 | Arreton CC | |
| Arreton CC Buzzards | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 15th August 2026 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Langley Manor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 15th August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 15th August 2026 at 13:00 | Hayling Park | |
| Hayling Island CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 15th August 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Arreton CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 16th August 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Cowes CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 16th August 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Bartley CC Sunday 1st XI |
| Monday 17th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Monday 17th August 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Arreton CC Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Tuesday 18th August 2026 at 14:00 | Steephill | |
| Ventnor CC Midweek XI | v | Hurstpierpoint CC 1st XI |
| Tuesday 18th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 13 | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 19th August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Newport CC, Isle of Wight Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 20th August 2026 at 17:00 | Steephill | |
| Ventnor CC Midweek XI | v | White Horse CC 1st XI |
| Saturday 22nd August 2026 at 12:00 | Havant Park | |
| Havant CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 22nd August 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Shanklin & Godshill CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Sunday 23rd August 2026 at 10:00 | School Field | |
| Freshwater CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 23rd August 2026 at 10:30 | Steephill | |
| Ventnor CC Friendly XI | v | Steephill Sixes |
| Monday 24th August 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Royals | v | Ventnor CC Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Tuesday 25th August 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Thursday 27th August 2026 at 17:30 | Steephill | |
| Ventnor CC Evening XI | v | Island Bakeries CC Evening XI |
| Saturday 29th August 2026 at 12:00 | Ridge Meadow | |
| Hambledon CC, Hants 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 29th August 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Twyford CC, Hants 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 29th August 2026 at 13:00 | Ryde Cricket Club | |
| Ryde CC 2nd XI Saturday | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 30th August 2026 at | Steephill | |
| Ventnor CC Sunday 1st XI | v | Reading Lions CC Friendly XI |
| Monday 31st August 2026 at 11:30 | Steephill | |
| Ventnor CC Midweek XI | v | Reading Lions CC 1st XI |
| Saturday 5th September 2026 at 13:00 | Stansted Park CC | |
| Stansted Park CC Sunday 1st XI | v | Ventnor CC Friendly XI |
| Saturday 5th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Hythe & Dibden CC Sunday 1st XI |
| Sunday 6th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Chichester Raquets CC Midweek XI |
| Sunday 6th September 2026 at 13:00 | Goodwood Cricket Club | |
| Goodwood CC Sunday XI | v | Ventnor CC Sunday 1st XI |
| Friday 11th September 2026 at 16:00 | Steephill | |
| Ventnor CC Midweek XI | v | Haywards Heath CC Midweek XI |
| Saturday 12th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Dumbleton CC 1st XI |
| Sunday 13th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Egham Roses CC 1st XI |
| Saturday 19th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | London Knights CC 1st XI |
| Sunday 20th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Lampton CC Sunday 1st XI |
| Saturday 26th September 2026 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Ferring CC 1st XI |
| Sunday 27th September 2026 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Luton Caribbean CC Friendly XI |
| Sunday 4th October 2026 at 12:00 | Steephill | |
| Ventnor CC Sunday 1st XI | v | London Theatres CC Sunday 1st XI |