Parkinson Railway Cup holders Peel will face Old Boys at Blackberry Lane as they bid to defend the trophy.
Saturday evening’s draw live on Manx Radio paired the sides together.
The other clash will see Premier League leaders St George’s host Laxey.
St George’s v Laxey
Old Boys v Peel
Ties to be played Saturday, November 27 (kick-off 1.15pm)
Football: 2026/27 Manx season to begin this weekend
Opening fixtures of new campaign taking place tomorrow (29 Aug)
Tributes paid to Island resident and Olympic Silver medallist, Maurice Herriott
"A remarkable athlete, and a big part of our community."
Netball: Men's team selected for England competition
Eleven strong squad heading to Loughborough
Billy Harris beaten in US Open Qualification
Island player lost by two sets to one