The Borough's two oldest rivals, competed for the Stan Veness Trophy on a wet afternoon at the EMR Stadium and for the first time in many years, the sides shared the trophy, following two second half goals.
In a tetchy opening, both sides had plenty of possession, with goalmouth action at a premium.
On 27, Tilbury were reduced to 10 men, when Sam Carter was adjudged to tackled with a high foot and was dismissed.
Despite the man advantage, both sides served up entertainment in a competitive encounter.
The deadline was broken jut 2 minutes after the break when Tony Stokes found the net after a shot was parried by Conor Wheatley to give Grays the lead.
Tilbury continued to be in the game and felt unlucky not to draw level on 2 occasions when defenders Darren Philips and John Easterford both struck the woodwork.
With 15 minutes remaining the new introduced substitute Toby Aromolaran cut inside and hit home a sweetly right footed effort past Sambridge.
With timing running out, it was Tilbury who finished strongly with Aromolaran again going close.
At the final whistle, Captains Lewis Dark and John Easterford were presented with the Stan Veness Trophy from Val Pepperell (photo)
Tilbury are back in action on Tuesday night, when new ground sharers Hashtag United play there final pre season fixture at Chadfields. 7.45pm kick off.