A trip to Forest Green Rovers awaits Weymouth in the Emirates FA Cup fourth qualifying round - should they get through Tuesday night's replay.
The Terras will have to overcome Winchester City in the third qualifying round replay if they are to face the National League side.
Weymouth drew 2-2 with Winchester on Saturday after late goals from Euan Pollock and Ezio Touray rescued Mark Molesley's side, who went 2-0 down.
If Weymouth beat Winchester, they will then have to beat Forest Green to make the first round proper, which the club has not done since 2022.
However, it will be a tough ask for the Terras with the Gloucestershire-based side flying high towards the top of the National League.
Winners of the fourth qualifying round ties will receive £9,375 with the losers taking home £3,125.
Beating Winchester will secure Weymouth an extra £5,625, after already picking up £3,375 for beating Sholing in the previous.
Games in the fourth preliminary round will be played on Saturday, October 12.
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