Lincolnshire Senior Cup 2005-06
Semi-Finals
- Grimsby Town 0-0 Scunthorpe United (Scunthorpe won 4-2 on penalties)
- Lincoln City 3-3 Boston United (Boston won 3-2 on penalties)
Final, 10th April
- Boston United 2-1 Scunthorpe United
Lincolnshire County Shield 2005-06
First Round
- Grantham Town 0-2 Spalding United
- Gainsborough Trinity 0-2 Stamford
Semi-Finals
- Spalding United 0-1 Brigg Town
- Lincoln United 2-1 Stamford
Final, 2nd May
- Brigg Town 0-1 Lincoln United (@ Brigg Town)
Lincolnshire Senior "A" Cup 2005-06
First Round
- Lincoln Moorlands 3-2 Appleby Frodingham
- Barton Town Old Boys 2-1 Winterton Rangers
- Harrowby United 2-3 Boston Town
Quarter Finals
- Bourne Town 1-0 Nettleham
- Blackstones 0-0 Holbeach United
- Barton Town Old Boys 0-0 Deeping Rangers
- Lincoln Moorlands 1-2 Boston Town
Quarter Final Replays
- Holbeach United 1-0 Blackstones
- Deeping Rangers 3-0 Barton Town Old Boys
Semi-Finals
- Boston Town 1-3 Bourne Town
- Holbeach United 0-1 Deeping Rangers
Final, 25th April
- Deeping Rangers 0-1 Bourne Town (@ Deeping ?)
Lincolnshire Senior "B" Cup 2005-06
First Round
- Skegness Town 2-3 Hykeham Town
- Limestone Rangers 3-4 Horncastle Town
- Ruston Sports 3-0 Louth United
- Caistor Rovers 2-2 Sleaford Town (Sleaford win ?-? on penalties)
- Bottesford Town 1-0 Grimsby Borough
Quarter Finals
- Bottesford Town 1-2 Wyberton
- Hykeham Town 4-6 L S S Lucarly's
- Horncastle Town 2-0 C G B Humbertherm
- Ruston Sports 1-2 Sleaford Town
Semi-Finals
- Horncastle Town 1-2 Sleaford Town
- L S S Lucarly's 2-1 Wyberton
Final, 4th April
- Sleaford Town 2-1 L S S Lucarly's (@ Sleaford Town ?)
2005-06 Cups Summary
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