North Riding Senior Cup 2009-10
First Round
- Scarborough Town 7-2 New Marske
Second Round
- South Bank St Peters 0-2 Kirkbymoorside
- Teesside Athletic 3-2 Nunthorpe Athletic
- Fishburn Park 1-3 Scarborough Town
- Grangetown Boys Club 4-0 Guisborough Town H C
Third Round
- Thornaby 1-1 Grangetown Boys Club (Thornaby won 6-5 on penalties)
- Guisborough Town 3-0 Teesside Athletic
- Whitby Town 1-1 Scarborough Athletic (Scarborough Athletic won 3-2 on penalties)
- Marske United 1-1 Stokesley (Stokesley won 4-3 on penalties)
- Scarborough Town 0-3 Northallerton Town (@ Whitby Town)
- Kirkbymoorside 1-4 Pickering Town (@ Pickering Town)
Quarter Finals
- Northallerton Town 3-1 Scarborough Athletic
- York City 3-0 Guisborough Town
- Stokesley 4-2 Thornaby
- Middlesbrough 3-3 Pickering Town (@ Pickering Town. Middlesbrough won 4-3 on penalties)
Semi-Finals
- Northallerton Town 3-3 York City (York City won 4-2 on penalties)
- Stokesley 2-1 Middlesbrough
Final (@ Stokesley, 20/4/10)
North Riding Saturday County Cup 2009-10
Sponsored by A66 Trophies
First Round
- Haxby United 5-2 Snainton
- Richmond Mavericks 6-1 Westover Wasps
- South Park Rangers 1-2 Nunthorpe Athletic
- Ouseburn United 5-2 Whinney Banks Y C C
- Guisborough Town H C 1-3 Old Malton St Mary's
- Thornaby Dubliners 6-0 Dringhouses
- South Bank St Peters 3-2 Richmond Town
- Redcar Newmarket & Over 40s 0-4 B E A D S
- Kirkbymoorside 1-0 Redcar Rugby Club
- Grangetown Boys Club 2-0 Fishburn Park
Second Round
- Acklam Steelworks 5-4 Thornaby Dubliners
- Ayton 0-6 York St John University
- Haxby United 4-4 North Ormesby (North Ormesby won 5-4 on penalties)
- Stokesley 0-3 Old Malton St Mary's
- Cargo Fleet Social Club 3-1 Nunthorpe Athletic
- Grangetown Boys Club 5-1 Ouseburn United
- Kirkbymoorside 0-1 South Bank St Peters
- Richmond Mavericks 3-4 B E A D S
Quarter Finals
- North Ormesby 1-3 Old Malton St Mary's
- Grangetown B C 3-0 South Bank St Peters
- Acklam Steelworks 3-7 Cargo Fleet Social Club
- York St John University 3-4 B E A D S
Semi-Finals
- Cargo Fleet Social Club 3-1 Grangetown Boys Club
- B E A D S 2-4 Old Malton St Mary's
Final (@ Stokesley, 10/3/10)
- Cargo Fleet Social Club 3-2 Old Malton St Mary's
2009-10 Cups Summary
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