Friday 1st September 2023
North Riding Premier Division
Darlington United Newmarket 4-0 Staithes AthleticNorth Riding Division One
Darlington RA 0-1 North Ormesby
Woodsmith North Riding Challenge Cup
Yarm & Eaglescliffe Res 6-3 Thirsk Falcons Dev
Saturday 2nd September 2023
North Riding Premier Division
Cleveland 4-2 Fishburn Park
Grangetown BC P-P Thirsk Falcons
Great Ayton United 1-6 Kader
Lealholm 2-0 Redcar Athletic Res
St Mary's 1947 Dorman's 1-5 Boro Rangers U23
T.I.B.S 3-0 Northallerton Town Res
Whitby Fishermen's Society 4-1 Stokesley SC
North Riding First Division
Billingham Town Dev 6-5 Heighington
Boro Rangers U21 4-2 Redcar Town Res
Linthorpe Academicals 1-6 Richmond Town Res
Tees FC P-P Loftus Athletic
Woodsmith North Riding Challenge Cup
Whinney Banks YCC 2-6 Guisborough Town Res
Kader Dev 8-5 Westover Wasps
Scalby 2-4 Marske United Res