4th June 1995	Small Clubs Cup 1995	Second Round	Kingsway v Highland	University of Dundee Ground, Dundee	misc243760
	July 1995	Small Clubs Cup 1995	Third Round	Highland v not known	not known	misc243777
	23rd July 1995	Small Clubs Cup 1995	Quarter-Final	Highland v not known	not known	misc243785
	6th August 1995	Small Clubs Cup 1995	Semi-Final	Buckie v Highland	not known	misc243788
	23rd June 1996	Clubsport Small Clubs Cup 1996	Second Round	Highland v not known	not known	misc243731
	7th July 1996	Clubsport Small Clubs Cup 1996	Third Round	Highland v not known	not known	misc243745
	21st July 1996	Clubsport Small Clubs Cup 1996	Quarter-Final	Highland v Manderston	not known	misc243751
	24th May 1998	Clubsport Small Clubs Cup 1998	First Round	Ship Inn v Highland	Elie Beach, Elie	misc243637
	7th June 1998	Clubsport Small Clubs Cup 1998	Second Round	Forres St Lawrence v Highland	Grant Park, Forres	misc243650
	21st June 1998	Clubsport Small Clubs Cup 1998	Third Round	Highland v Coupar Angus	Fraser Park, Inverness	misc243666
	5th July 1998	Clubsport Small Clubs Cup 1998	Quarter-Final	Highland v Rossie Priory	Fraser Park, Inverness	misc243673
	23rd May 1999	Clubsport Small Clubs Cup 1999	First Round	Manderston v Highland	Manderston, Duns	misc243581
	21st May 2000	Clubsport Small Clubs Cup 2000	First Round	Highland v Townhill	Fraser Park, Inverness	misc243540a
	4th June 2000	Clubsport Small Clubs Cup 2000	Second Round	Coupar Angus v Highland	Larghan Park, Coupar	misc243551
	18th June 2000	Clubsport Small Clubs Cup 2000	Third Round	Glenrothes v Highland	Riverside Park, Glenrothes	misc243568
	2002	Small Clubs Cup 2002	Third Round	Highland v Rossie Priory	Fraser Park, Inverness	misc243481
	2002	Small Clubs Cup 2002	Second Round	Glasgow University Staff v Highland	Garscube Estate, Glasgow	misc243473
	2002	Small Clubs Cup 2002	First Round	Jerviswood v Highland	Allanton Playing Fields, Ralston	misc243449a
	28th May 2006	Small Clubs Cup 2006	First Round	Bon Accord v Highland	Duthie Park, Aberdeen	misc243338
	26th June 2011	SCU Trophy 2011	First Round	Fauldhouse Victoria v Highland	not known	misc238621a
	28th May 2023	Other matches in Scotland 2023		Highland v The Forty Club	Fraser Park, Inverness	misc917509a

20 fixtures and matches, excluding 1 abandoned or cancelled matches