Chertsey Town vs Wealdstone

Olomola had the chance to halve the deficit from the penalty spot in the 72nd minute after Joe Newton was brought down racing into the box. But the Wealdstone forward's spot-kick was saved by the Chertsey goalkeeper, extinguishing any hope of a comeback. The save was the defining moment of the second half — Wealdstone had enjoyed their best spell of possession before the penalty, but the miss deflated their momentum.

Chertsey Town's goalkeeper — made three substantial saves, including the penalty from Olomola and a point-blank stop late in the first half. His distribution also started the counterattack that led to the second goal.

Joe Newton (Wealdstone) — introduced at half-time, the winger was the most dangerous Stones attacker. He created the penalty with a direct run into the box and delivered several dangerous crosses, one of which picked out Olomola for a save.

Jayden Harris (Wealdstone) — captained the side on his first start since signing. The midfielder showed glimpses of quality, linking well with Sekyere in a neat one-two before half-time, but the unfamiliarity of the lineup around him limited his influence.

Player of the match: Chertsey Town's goalkeeper (name not published).

The goalless first half (0 shots on target of note for either side in the data) reflected two teams still finding rhythm in pre-season, with Wealdstone's trialist-heavy lineup preventing any coherent attacking patterns. The second half was more open — Chertsey's two goals from open play, both from crosses, exposed Wealdstone's lack of defensive organisation after wholesale half-time changes. The 0-0 half-time scoreline was expected (pre-match data gave a 39.5% likelihood of a draw at the break). Chertsey's 2-0 win was predicted at just 6.2% probability by pre-match models, underscoring the upset element.

For Chertsey Town, who compete in the Southern Premier South (Step 3, Level 7), this is a statement pre-season result against a side two tiers above them. The win builds on a run of three draws in previous friendlies (0-0 vs Egham Town, 0-0 vs Ashford Town Middlesex, and a 0-0 FA Trophy tie vs Tilbury).

For Wealdstone, who reached the FA Trophy final at Wembley in May 2026 (losing to Southend United on penalties), this is a first defeat of pre-season after a 1-0 win over Hemel Hempstead Town on 18 July. The Stones face MK Dons at home on Saturday 25 July (15:00) before hosting AFC Wimbledon on 28 July. Their National League campaign begins on 8 August away at AFC Fylde.

A deserved victory for Chertsey, who were sharper, better organised and more clinical in both boxes. Wealdstone's trialist-heavy approach and wholesale half-time changes made for a disjointed performance, but they will face significantly stiffer examinations of their defensive solidity once the National League season begins. The penalty miss was the moment that sealed the result, but Chertsey's two well-taken goals were no fluke.