These are the 1955-56 playoffs for the Ontario Hockey Association's Senior B championship:
Participating teams were determined in the 1955-56 OHA Senior B Season.
Quarter Final[]
Best of 7
- Orillia 9 Milton 2
- Milton 9 Orillia 2
- Orillia 6 Milton 5
- Milton 2 Orillia 2
- Milton beat Orillia
- Milton 5 Orillia 2
- Orillia 3 Milton 0
- Milton 5 Orillia 2
Milton Chiefs beat Orillia Pontiacs 4 wins to 3, 1 tie.
Semi Finals[]
Best of 7
- Woodstock 8 Stamford 4
- Stamford beat Woodstock
- Woodstock 4 Stamford 2
- Woodstock 7 Stamford 4
- Woodstock 7 Stamford 3
Woodstock Athletics beat Stamford Kerrios 4 wins to 1.
- Whitby 4 Milton 2
- Whitby 9 Milton 4
- Whitby 10 Milton 3
- Whitby 5 Milton 3
Whitby Dunlops beat Milton Chiefs 4 wins to none.
Final[]
Best of 7
- Woodstock beat Whitby
- Woodstock 8 Whitby 6
- Whitby 6 Woodstock 1
- Whitby 6 Woodstock 1
- Whitby 12 Woodstock 0
- Whitby 4 Woodstock 2
Whitby Dunlops beat Woodstock Athletics 4 wins to 2.
Team Photos[]