| 1956/57 | 1957/58 | 1958/59 | 1959/60 | ||||
| DIVISION ONE | DIVISION ONE | DIVISION ONE | DIVISION ONE | ||||
| 1 | Market Weighton | 1 | Dringhouses | 1 | Dringhouses | 1 | Dringhouses |
| 2 | Dringhouses | 2 | Olympia Mills (Selby) | 2 | Rowntrees | 2 | Pickering Town |
| 3 | Railway Institute | 3 | Market Weighton | 3 | Cliftonville | 3 | Railway Institute |
| 4 | Pickering Town | 4 | Cliftonville | 4 | Haxby | 4 | Dunnington |
| 5 | Haxby | 5 | Railway Institute | 5 | Market Weighton | 5 | Market Weighton |
| 6 | Duncombe Park | 6 | Poppleton Road OB | 6 | Railway Institute | 6 | Duncombe Park |
| 7 | New Earswick | 7 | Pickering Town | 7 | Poppleton Road OB | 7 | Huntington Rovers |
| 8 | Fulford Utd | 8 | Haxby | 8 | Pickering Town | 8 | Cawood |
| 9 | Cliftonville | 9 | South Bank | 9 | Huntington Rovers | 9 | Cliftonville |
| 10 | Catholic Utd | 10 | Huntington Rovers | 10 | Duncombe Park | 10 | Haxby |
| 11 | Huntington Rovers | 11 | Duncombe Park | 11 | Old Malton St Mary's | 11 | Rowntrees |
| 12 | Riccall Utd | 12 | New Earswick | 12 | Olympia Mills (Selby) | 12 | Olympia Mills (Selby) |
| 13 | Poppleton Road OB | 13 | Riccall Utd | 13 | South Bank | 13 | Poppleton Road OB |
| 14 | Rowntrees | 14 | Fulford Utd | 14 | New Earswick | 14 | Old Malton St Mary's |
| 15 | Ardua | 15 | Catholic Utd | 15 | Riccall Utd | 15 | South Bank |
| DIVISION TWO / A | DIVISION TWO / A | DIVISION TWO / A | DIVISION TWO / A | ||||
| 1 | Olympia Mills (Selby) | 1 | Old Malton St Mary's | 1 | Cawood | 1 | Fulford Utd |
| 2 | Fulford Road WMC | 2 | Selby Shipyards | 2 | Cliftonville Reserves | 2 | Mail Coach Utd |
| 3 | Cawood | 3 | Terry's | 3 | Fulford Utd | 3 | LNER Builders |
| 4 | Old Malton St Mary's | 4 | Cliftonville Reserves | 4 | Selby Shipyards | 4 | Selby Shipyards |
| 5 | Railway Institute Reserves | 5 | Cawood | 5 | Railway Institute Reserves | 5 | Cliftonville Reserves |
| 6 | St Clements | 6 | Railway Institute Reserves | 6 | Brayton | 6 | New Earswick |
| 7 | Norton Utd | 7 | St Clements | 7 | Dringhouses Reserves | 7 | Dringhouses Reserves |
| 8 | Heslington | 8 | Mail Coach Utd | 8 | Mail Coach Utd | 8 | Brayton |
| 9 | Selby Shipyards | 9 | Norton Utd | 9 | Terry's | 9 | Easingwold Town |
| 10 | Haxby Reserves | 10 | Fulford Road WMC | 10 | St Clements | 10 | Riccall Utd |
| 11 | Tadcaster Albion | 11 | Brayton | 11 | LNER Builders | 11 | Railway Institute Reserves |
| 12 | Pavilion Rangers (resigned) | 12 | Dringhouses Reserves | 12 | Norton Utd | 12 | St Clements |
| 13 | Ardua | 13 | Fulford Road WMC | 13 | Norton Utd | ||
| 14 | Heslington | 14 | Ardua | 14 | Fulford Road WMC | ||
| DIVISION TWO / B | DIVISION TWO / B | DIVISION TWO / B | DIVISION TWO / B | ||||
| 1 | South Bank | 1 | Rowntrees | 1 | Dunnington | 1 | Holme Rovers |
| 2 | Terry's | 2 | Dunnington | 2 | Stillington | 2 | Stillington |
| 3 | Civil Service | 3 | Yard Staff | 3 | Civil Service | 3 | Civil Service |
| 4 | Yard Staff | 4 | Civil Service | 4 | Wilberfoss Athletic | 4 | Naburn & Bootham Hospital |
| 5 | Dunnington | 5 | Wilberfoss Athletic | 5 | British Sugar | 5 | Tramways WMC |
| 6 | Stillington | 6 | Stillington | 6 | Yard Staff | 6 | Cookes |
| 7 | Barmby Moor | 7 | Brown Brothers & Taylor | 7 | Catholic Utd | 7 | Wilberfoss Athletic |
| 8 | Wilberfoss Athletic | 8 | British Sugar | 8 | Market Weighton Reserves | 8 | Stamford Bridge |
| 9 | British Sugar | 9 | Market Weighton Reserves | 9 | Crayke | 9 | St Hilda's |
| 10 | Rowntrees Reserves | 10 | Naburn & Bootham Hospital | 10 | Naburn & Bootham Hospital | 10 | Cravens |
| 11 | Crayke | 11 | Barmby Moor | 11 | Stamford Bridge | 11 | British Sugar |
| 12 | Fulford Utd Reserves | 12 | Fulford Utd Reserves | 12 | Brown Brothers & Taylor | 12 | Market Weighton Reserves |
| 13 | Stamford Bridge | 13 | Stamford Bridge | 13 | Barmby Moor | 13 | Crayke |
| 14 | Gleneagles YC (resigned) | 14 | Crayke | ||||
| 15 | Sheriff Hutton | ||||||
| DIVISION THREE A | DIVISION THREE A | DIVISION THREE A | DIVISION THREE A | ||||
| 1 | Cliftonville Reserves | 1 | Yard Staff Reserves | 1 | Easingwold Town | 1 | Armstrong |
| 2 | Naburn & Bootham Hospital | 2 | Easingwold Town | 2 | Rowntrees Reserves | 2 | Rowntrees Reserves |
| 3 | Sheriff Hutton | 3 | Rowntrees Reserves | 3 | Bishop Wilton | 3 | Rowntrees Youth Club |
| 4 | Market Weighton Reserves | 4 | Newton on Ouse | 4 | Yard Staff Reserves | 4 | Shepherds |
| 5 | Bishop Wilton | 5 | Selby Bohemians | 5 | Selby Bohemians | 5 | Bishop Wilton |
| 6 | Easingwold Town | 6 | Bishop Wilton | 6 | Newton on Ouse | 6 | Heworth |
| 7 | Sutton on Forest | 7 | Unicrux | 7 | Unicrux | 7 | Heslington |
| 8 | Unicrux Utd | 8 | Armstrong Patents | 8 | Haxby Reserves | 8 | Poppleton Rd OB Reserves |
| 9 | Poppleton Rd OB Reserves | 9 | Haxby Reserves | 9 | York Nomads | 9 | Newton on Ouse |
| 10 | Catholic Utd Reserves | 10 | Poppleton Rd OB Reserves | 10 | Poppleton Rd OB Reserves | 10 | British Road Services |
| 11 | Shepherds | 11 | York Nomads | 11 | Shepherds | 11 | Ardua |
| 12 | Naburn Utd | 12 | Shepherds | 12 | Catholic Utd Reserves | 12 | Unicrux |
| 13 | Catholic Utd Reserves | 13 | Heslington | 13 | Olympia Mills Reserves | ||
| 14 | Naburn Utd (resigned) | 14 | Armstrong | 14 | Barmby Moor | ||
| 15 | Sand Hutton (Resigned) | 15 | Olympia Mills Reserves | ||||
| DIVISION THREE B | DIVISION THREE B | DIVISION THREE B | DIVISION THREE B | ||||
| 1 | Mail Coach Utd | 1 | LNER Builders | 1 | Crayke | 1 | Hammerton Utd |
| 2 | Brown Brothers & Taylor | 2 | Holme Rovers | 2 | Tramways WMC | 2 | Skelton |
| 3 | Brayton | 3 | Hammerton Utd | 3 | St Hilda's | 3 | Huntington Rovers Reserves |
| 4 | Dringhouses Reserves | 4 | South Bank Reserves | 4 | Cravens | 4 | Haxby Reserves |
| 5 | Armstrong Patents | 5 | Old Malton Reserves | 5 | Holme Rovers | 5 | Civil Service Reserves |
| 6 | LNER Builders | 6 | Civil Service Reserves | 6 | Appleton Roebuck | 6 | NMU |
| 7 | Cravens | 7 | Appleton Roebuck | 7 | South Bank Reserves | 7 | Appleton Roebuck |
| 8 | Civil Service Reserves | 8 | New Earswick Reserves | 8 | Civil Service Reserves | 8 | Brayton Reserves |
| 9 | Tramways WMC | 9 | Thistledale Utd | 9 | Old Malton Reserves | 9 | Old Malton Reserves |
| 10 | South Bank Reserves | 10 | Tanner Row | 10 | Hammerton Utd | 10 | Mail Coach Utd Reserves |
| 11 | Old Malton Reserves | 11 | Mail Coach Utd Reserves | 11 | Fulford Utd Reserves | 11 | Duncombe Park Reserves |
| 12 | Whixley Rovers | 12 | Cravens | 12 | Melbourne | 12 | Fulford Utd Reserves |
| 13 | Terry's Reserves | 13 | New Earswick Reserves | 13 | South Bank Reserves | ||
| 14 | Tramways WMC | 14 | Sheriff Hutton (resigned) | 14 | New Earswick Reserves | ||
| 15 | Melbourne | 15 | Melbourne | ||||
| 16 | Alne Utd (resigned) | ||||||
| 3rd Division Cup Final | 3rd Division Cup Final | 3rd Division Cup Final | 3rd Division Cup Final | ||||
| Mail Coach Utd bt BB & Taylor | Rowntree Res 2 - 1 Easingwold Town | Rowntrees Reserves 3 - 0 Bishop Wilton | Armstrongs 3 - 2 Heworth |