1938-39 Winnipeg and District Senior Hockey League Season

This is the 1938-39 season of the Winnipeg and District Senior Hockey League:

Semi Final
Best of 3

Teulon beat Winnipeg Clark's Cruisers 2 wins to 1, 1 tie.

Final
Best of 5

Stonewall beat Teulon 3 wins to none.

Stonewall advanced to the 1938-39 Manitoba Senior Playoffs.