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Wednesday 21 July 1999 at Edgar Street (Att 1,502)
Hereford United (1) 1 (Elmes 28): Quy, Lane, Rogerson (Cotterill 61), Snape, Wright (Wall HT), James, Williams, Taylor (May 61), Piearce (Hanson 65), Elmes (Clarke 76), Parry (Fewings HT); Subs Jones.
Wolves (0) 0: Murray (Kerr HT), Hackett (Coleman 77), Loughlin, Andrews, Green, Lescott (Clyde 87), Niestroj, Crowe, Jones, Larkin (Easter 72), Tudor (McQuade 79).
Referee: Mr M Forder (Hereford).
Martyn Rogers Testimonial- Wednesday 28 July 1999 at Ladysmead Ground (Att 1,505)
Tiverton Town (0) 1 (Nancekivell 58): Edwards, Blamey (Richardson HT), Saunders (M Rogers 84), Conning (Chesterfield 62), Smith, S Rogers, Nancekivell, Harvet (Vinniecombe*), Ovans, Daly, Leonard (Hinds 80); Sub Tucker.
Wolves (2) 3 (Sims 22, Larkin*, Larkin 50): Murray, Green, Loughlin, Andrews, Simms, Lescott, Tudor, Niestroj, M Jones, Larkin, Crowe; Subs Hackett, K Jones, Hagan, Easter, Leonard, McQuade.
Order of Goals: W,W,t,W.
Note: Tiverton were holders of the FA Vase.
Monday 2 August 1999 at Bucks Head (Att 1,108)
Abandoned at half-time because of Lightning
Telford United 0: Hoggeth, Travis, Sandwith, Macauley, Bentley, Fowler, Royle, Fitzpatrick, Malkin, McGrory, Palmer; Sub Murphy.
Wolves 0: Murray, Green, Simms, Lescott, Loughlin, Niestroj, Andrews, Sedgley, Crowe, Larkin, M Jones; Subs Tudor, Hackett, Easter, Hagan, R Jones.
Referee: Mr T Holbrook (Walsall).
Wednesday 25 August 1999 at Valley Stadium
Redditch United (1) 1 (Burton 11).
Wolves (2) 3 (Tudor 3, Andrews 6, Pearson 70).
Order of Goals: W,W,t,W.