Season by Season 2000s

2009-10 Season
First Division: Winners - Upper Annandale, Runners-up - Lochmaben

League Cup: Winners - Upper Annandale, Runners-up - Lochar Thistle

QOS Cup: Winners - Lochmaben, Runners-up - Lochar Thistle
Tayleurian Cup: Winners - Lochmaben, Runners-up - Dynamo Star

Nivision Cup: Winners - Upper Annandale, Runners-up - Lochmaben

British Legion Cup: Lochmaben, Runners-up - Lochar Thistle

Burns Cup: Winners - Lochar Thistle, Runners-up - Upper Annandale

Tony Pierog Shield: YMCA

Top Goal Scorers: Upper Annandale

Jack Martin, Team Losing Fewest Goals: Upper Annandale

 

2008-09 Season
First Division: Winners - Upper Annandale, Runners-up - Lochar Thistle
League Cup: Winners - Lochar Thistle, Runners-up - Upper Annandale

QOS Cup: Winners - FC Dynamo Star, Runners-up - Maxwelltown Thistle
Tayleurian Cup: Winners - Lochmaben, Runners-up - Maxwelltown Thistle

Nivision Cup: Winners - Lochar Thistle, Runners-up - Upper Annandale
British Legion Cup: Maxwelltown Thistle, Runners-up - Lochar Thistle

Burns Cup: Winners - Lochmaben, Runners-up - Maxwelltown Thistle

Tony Pierog Shield: Kirkconnel Amateurs

Top Goal Scorers: Upper Annandale

Jack Martin, Team Losing Fewest Goals: Upper Annandale

 

2007-08 Season
First Division: Winners - Upper Annandale, Runners-up - Maxwelltown Thistle
League Cup: Winners - Morton Thistle, Runners-up - Maxwelltown Thistle
QOS Cup: Winners - Upper Annandale, Runners-up - Maxwelltown Thistle
Tayleurian Cup: Winners - Maxwelltown Thistle, Runners-up - Kirkconnel Amateurs
Nivision Cup: Winners - Lochmaben, Runners-up - Kirkconnel Amateurs
British Legion Cup: Maxwelltown Thistle, Runners-up - Upper Annandale
Burns Cup: Winners - Upper Annandale, Runners-up - Lochar Thistle
McCall Cup: Winners - Upper Annandale, Runners-up - YMCA
Tony Pierog Shield: Morton Thistle
Top Goal Scorers: Maxwelltown Thistle
Jack Martin, Team Losing Fewest Goals: Upper Annandale

 

2006-07 Season
First Division: Winners - Upper Annandale, Runners-up - Lochmaben
League Cup: Winners - Upper Annandale, Runners-up - Dumfries FC Colts
QOS Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
Tayleurian Cup: Winners - Upper Annandale, Runners-up - Terregles Athletic
Nivision Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
British Legion Cup: Upper Annandale, Runners-up - Lochar Thistle
Burns Cup: Winners - Lochar Thistle, Runners-up - Kirkconnel Amateurs
Tony Pierog Shield: Terregles Athletic
Top Goal Scorers: Lochmaben
Jack Martin, Team Losing Fewest Goals: Upper Annandale

 

2005-06 Season  
First Division: Winners - Lochmaben, Runners-up - Kelloholm
League Cup: Winners - Upper Annandale, Runners-up - Lochmaben
QOS Cup: Winners - Lochar Thistle, Runners-up - Kirkconnel Amateurs
Tayleurian Cup: Winners - Kirkconnel Amateurs, Runners-up - Upper Annandale
Nivision Cup: Winners - Lochar Thistle, Runners-up – Kirkconnel Amateurs
British Legion Cup: Lochar Thistle, Runners-up - Upper Annandale
Burns Cup: Winners - Lochmaben, Runners-up - Bellevue Rovers
Tony Pierog Shield: Dumfries FC Colts
Top Goal Scorers: Lochmaben
Jack Martin, Team Losing Fewest Goals: Lochmaben

 

2004-05 Season
First Division: Winners - Lochmaben, Runners-up - YMCA
League Cup: Winners - Kirkconnel Amateurs, Runners-up - Hearts of Liddlesdale
QOS Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
Presidents Cup:  Winners - Morton Thistle, Runners-up - Lochar Thistle
Tayleurian Cup: Winners - Lochmaben, Runners-up - Hearts of Liddlesdale
Nivision Cup: Winners - Lochmaben, Runners-up - Upper Annandale
British Legion Cup: Kirkconnel Amateurs, Runners-up - Lochmaben
Burns Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochar Thistle
Tony Pierog Shield: Eastriggs
Top Goal Scorers: YMCA
Jack Martin, Team Losing Fewest Goals: Lochmaben

 

2003-04 Season
First Division: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
League Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
QOS Cup: Winners - Kirkconnel Amateurs, Runners-up - Kelloholm
Presidents Cup:  Winners - Bellevue Rovers, Runners-up - Upper Annandale
Tayleurian Cup: Winners - Hearts of Liddlesdale, Runners-up - Kirkconnel Amateurs
Nivision Cup: Winners - Hearts of Liddlesdale, Runners-up – Lochmaben
McCall Cup: Winners – Bellevue Rovers, Runners-up - Morton Thistle
British Legion Cup: Lochmaben, Runners-up - Kelloholm
Burns Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
Tony Pierog Shield: Dumfries FC Colts
1st Division Top Goal Scorers: Lochmaben
Jack Martin, Team Losing Fewest Goals: Kirkconnel Amateurs
2nd Division Top Scorers: Bellevue Rovers

 

2002-03 Season
First Division: Winners - Kirkconnel Amateurs, Runners-up - YMCA
Second Division: Winners - Lochar Thistle, Runners-up - Kelloholm
League Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
QOS Cup: Winners - Kirkconnel Amateurs, Runners-up - Upper Annandale
Presidents Cup:  Winners - Kelloholm, Runners-up - Dumfries FC Colts
Tayleurian Cup: Winners - Upper Annandale, Runners-up - Terregles Athletic
Nivision Cup: Winners - Kirkconnel Amateurs, Runners-up - Dumfries FC Colts
British Legion Cup: Kirkconnel Amateurs, Runners-up - Upper Annandale
McCall Cup: Winners - Kelloholm, Runners-up - Lochar Thistle
Burns Cup: Winners - Lochmaben, Runners-up - Morton Thistle
Tony Pierog Shield: Kirkconnel Amateurs
1st Division Top Goal Scorers: Kirkconnel Amateurs
Jack Martin, Team Losing Fewest Goals: Kirkconnel Amateurs
2nd Division Top Goal Scorers: Lochar Thistle

 

2001-02 Season
First Division: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
Second Division: Winners - Kelloholm, Runners-up - Lochar Thistle
League Cup: Winners - Upper Annandale, Runners-up - Mid-Annandale
QOS Cup: Winners - Mid-Annandale, Runners-up - Lochar Thistle
Presidents Cup:  Winners - Kelloholm, Runners-up - Terregles Athletic
Tayleurian Cup: Winners - Kirkconnel Amateurs, Runners-up - Kelloholm
Nivision Cup: Winners - Kirkconnel Amateurs, Runners-up - Dumfries FC Colts
British Legion Cup: Kirkconnel Amateurs, Runners-up - Lochmaben
McCall Cup: Winners - Lochar Thistle, Runners-up - Kelloholm
Burns Cup: Winners - Kirkconnel Amateurs, Runners-up - YMCA
Tony Pierog Shield: Kirkconnel Amateurs
1st Division Top Goal Scorers: Nithsdale Amateurs & Kirkconnel Amateurs
Jack Martin, Team Losing Fewest Goals: Kirkconnel Amateurs
2nd Division Top Goal Scorers: Annan Auberge
Flesher’s 5-A-Sides:
Dumfries FC Colts

 

2000-01 Season
First Division: Winners - Kirkconnel Amateurs, Runners-up - YMCA
Second Division: Winners - Upper Annandale, Runners-up - Dalbeattie Colts
QOS Cup: Winners - Kirkconnel Amateurs, Runners-up - Upper Annandale
Tayleurian Cup: Winners - Kirkconnel Amateurs, Runners-up - Lochmaben
McCall Cup: Winners - Dalbeattie Star Colts, Runners-up - St. Andrews
Burns Cup: Winners - Kirkconnel Amateurs, Runners-up - Nithsdale Amateurs
Tony Pierog Shield: Terregles Athletic
1st Division Top Goal Scorers: Kirkconnel Amateurs
Jack Martin, Team Losing Fewest Goals: Upper Annandale
2nd Division Top Goal Scorers: Upper Annandale
Flesher’s 5-A-Sides: YMCA