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This is the 2008-09 Wheatland Hockey League season. This is the league's 5th season.
- Allan defeated Craik 2 games to none
- St Brieux defeated Dundurn 2 games to 1
- Holdfast defeated Viscount Colonsay 2 games to 1
- Lake Lenore defeated St. Brieux 3 games to none
- Allan defeated Viscount/Colonsay 3 games to 1
- Allan defeated Lake Lenore 3 games to none