The 1960s was the only one in its first twelve decades that Winton did not win a trophy.

WINTON ROVERS 2 - IRVINE MEADOW 4
Meadow Worthy Winners
The league match at Ardrossan on Monday night (5 June 1961) between Winton Rovers and Irvine Meadow was an important fixture for the Irvine side who required a victory to win the Northern Section championship.  Unfortunately, the weather conditions adversely affected the attendance.  Meadow got down to their task with enthusiasm and a goal from Shaw in the fifth minute, the culmination of a fine piece of combined play, followed three minutes later by a Murray header from a Grant corner gave them an auspicious start.  Winton were taking a long time to settle but Young, with a chance to reduce the leeway, gave Prentice an easy shot to save.  In a further Meadow attack, Carr, with all the time in the world to clear, elected to pass back to the keeper and Shaw pounced on the chance to squeeze the ball past White.
     There was no doubting the superiority of Meadow and it took a goal- line clearance by Gilmour and a brilliant Whyte save from Walker to keep Winton’s deficit to three at the interval.  Rovers needed a quick goal after the interval but it was at the other end that the goal came when Shaw scooped home a perfect cross from Hodgson.  Meadow lay back on their laurels for a time but it was not until the final twenty minutes that Rovers came into the game with a chance.  Halliday got a goal with a twenty yard free-kick  that got in low at the upright.  The same player scored a second goal when he applied the finishing touches to a fine piece of play by Young.  Rovers’ enthusiasm now had Meadow’s defence worried but the effort had been left too late and there was no further scoring.
     On this display, Meadow are worthy champions.  Aggressive at wing-half, they also had in Hodgson a forward who could spray his passes to perfection and his frontline colleagues were always fighting for the ball.  The team as a whole was much quicker on the ball than Rovers for whom only White, Gilmour and Johnstone played to form.
     The referee was C Gray of Glasgow and the teams were
Winton Rovers - Whyte; Latta and Gilmour; Kearney, Johnston and Carr; Butcher, Campbell, Halliday, Young and Allison.
Irvine Meadow - Prentice; Miller and McVean; Dickie, Curran and Murray; Grant, Shaw, McDonald, Hodgson and Walker.
            Ardrossan and Saltcoats Herald, 9 June 1961

WINTON’S FIFTEEN PLAYERS
Up to the time of writing, Winton Rovers have signed fifteen players.  Those re-signed are Whyte, Latta, Gilmour, Kerr, Johnstone, Carr, Jackson, Young, Robertson, Peddie and Butcher.  Given free transfers are W Kearney, D Thomson, J Campbell and R Buchanan.  New signings are Ian Reid, right-back from Shettleson, Tom McCann, right-half from Kilwinning Rangers, Tom Taylor, inside right or centre-forward from Darvel Juniors and John McBride, inside forward from Eglinton Amateurs.
            Ardrossan and Saltcoats Herald, 21 July 1961