| Game # | Date | Time | Category | Team | Opponent | Venue | Score | Result |
| Sep 13 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon | A. J. LaRue Arena | | |
| Sep 13 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon | A. J. LaRue Arena | | |
| Sep 14 2019 | 11:30 AM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon | A. J. LaRue Arena | | |
| Sep 14 2019 | 1:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon | A. J. LaRue Arena | 5-7 | L |
| Sep 15 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon | Fenelon Falls Community Centre | | |
| Sep 15 2019 | 4:45 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon | Fenelon Falls Community Centre | 0-11 | L |
| Sep 15 2019 | 6:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon | Fenelon Falls Community Centre | | |
| Sep 15 2019 | 7:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon | Fenelon Falls Community Centre | | |
| MPS-PW-20 | Sep 28 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Parry Sound Shamrocks | A. J. LaRue Arena | 2-2 | T |
| MPS-AT-57 | Sep 28 2019 | 4:15 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears | Gravenhurst | 1-7 | L |
| A-02 | Oct 05 2019 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | South Muskoka Middaugh | A. J. LaRue Arena | 1-12 | L |
| A-03 | Oct 05 2019 | 1:40 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Cottage Country Dent | Bracebridge | 2-1 | W |
| MPS-PW-62 | Oct 05 2019 | 3:40 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears | Gravenhurst | 2-8 | L |
| MPS-BT-12 | Oct 05 2019 | 4:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | East Nipissing Vipers | East Ferris CC | 7-3 | W |
| MPS-MD-73 | Oct 05 2019 | 5:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | Gravenhurst | 1-5 | L |
| MPS-PW-18 | Oct 06 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Brock Township Wild | A. J. LaRue Arena | 2-6 | L |
| MPS-MD-45 | Oct 06 2019 | 2:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | North Bay Trappers | Pete Palangio (1) | 5-1 | W |
| M-68 | Oct 06 2019 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | Almaguin Ice Devils | A. J. LaRue Arena | 0-5 | L |
| P-31 | Oct 10 2019 | 7:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | LL Peewee Blue- Canadian Tire Minden | A. J. LaRue Arena | 1-5 | |
| MPS-AT-13 | Oct 12 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Parry Sound Shamrocks | A. J. LaRue Arena | 2-5 | L |
| MPS-MD-25 | Oct 12 2019 | 3:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters | CSC (Don Lough) | 2-3 | L |
| MPS-BT-37 | Oct 12 2019 | 4:50 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Huntsville Otters | CSC (Don Lough) | 0-7 | L |
| MPS-MD-11 | Oct 13 2019 | 2:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | A. J. LaRue Arena | 1-2 | L |
| MPS-PW-22 | Oct 15 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Huntsville Otters | A. J. LaRue Arena | 2-3 | L |
| MPS-BT-31 | Oct 16 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Huntsville Otters | A. J. LaRue Arena | 2-5 | L |
| Oct 19-Oct 19 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Cody Hodgson Tournament (Wilberforce ) |
| Oct 19-Oct 20 | | REP Midget- The Highlander - Smolen Family Dentistry | Cody Hodgson Tournament (AJ LaRue Arena) |
| A-17 | Oct 19 2019 | 9:50 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville McDonalds | CSC (Jack Bionda) | 2-6 | L |
| AT-95 | Oct 19 2019 | 4:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Woodville Hurricanes | Woodville/Eldon | 2-1 | W |
| Oct 20-Oct 20 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Cody Hodgson Tournament (AJ LaRue Arena) |
| MPS-AT-36 | Oct 20 2019 | 12:40 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Huntsville Otters | CSC (Jack Bionda) | 3-3 | T |
| PW-68 | Oct 20 2019 | 3:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Newcastle Stars | Newcastle | 1-3 | L |
| Oct 20 2019 | 3:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Lindsay Huskies | Keith Tallman Arena | | |
| P-03 | Oct 20 2019 | 4:30 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka Blakewood Constr | Bracebridge | 2-7 | L |
| MD-104 | Oct 21 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon Lake Thunder | Bobcaygeon | 1-2 | L |
| MD-61 | Oct 23 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Lindsay Muskies | Lindsay Rec (1) | 1-7 | L |
| AT-10 | Oct 24 2019 | 7:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Brock Township Wild | Beaverton | 10-1 | W |
| Oct 25 2019 | 6:15 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Almaguin | Sundridge Strong Arena | | |
| MPS-BT-24 | Oct 25 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Orono Leafs | A. J. LaRue Arena | 3-6 | L |
| MPS-MD-15 | Oct 25 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters | A. J. LaRue Arena | 1-6 | L |
| Oct 26-Oct 26 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Matt Duchene Tournament (Wilberforce) |
| Oct 26-Oct 27 | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Matt Duchene Tournament (AJ LaRue Arena) |
| P-14 | Oct 26 2019 | 1:30 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville HRC | Baysville | 4-1 | W |
| MD-13 | Oct 26 2019 | 7:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | IPSC (6) | 3-0 | W |
| Oct 27-Oct 27 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Matt Duchene Tournament (AJ LaRue Arena) |
| P-10 | Oct 27 2019 | 1:00 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka HRC Ins | Gravenhurst | 4-8 | L |
| MPS-MD-07 | Oct 27 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | SSJ Arena | 2-4 | L |
| A-19 | Oct 27 2019 | 2:15 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Parry Sound McNabb Home Bld | BOCC | 11-6 | W |
| PINT8 | Oct 27 2019 | 4:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Coldwater Wildcats 1 | Keith Tallman Arena | 1-14 | L |
| M-12 | Oct 27 2019 | 4:15 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Dohertys Masonry | BOCC | 2-6 | L |
| MPS-PW-23 | Oct 29 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Mariposa Lightning | A. J. LaRue Arena | 3-8 | L |
| BT-51 | Nov 01 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Mariposa Lightning | Little Britain | 3-3 | T |
| MPS-MD-20 | Nov 01 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Ennismore Eagles | A. J. LaRue Arena | 1-10 | L |
| N(Major)-021 | Nov 02 2019 | 10:00 AM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Little Caesars 1 | A. J. LaRue Arena | 0-0 | T |
| N(Minor)-101 | Nov 02 2019 | 11:30 AM | | LL Minor Novice Gray - Bright Woods Landscaping | South Muskoka Tims Leafs | A. J. LaRue Arena | 0-0 | T |
| N(Minor)-001 | Nov 02 2019 | 11:30 AM | | LL Minor Novice Navy- Bright Woods Landscaping | South Muskoka Tims Jets | A. J. LaRue Arena | 0-0 | T |
| MPS-AT-20 | Nov 02 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Newcastle Stars | A. J. LaRue Arena | 3-7 | L |
| A-27 | Nov 02 2019 | 2:00 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Muskoka Rock | Humphrey | 4-12 | L |
| A-30 | Nov 02 2019 | 2:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Little Caesars | A. J. LaRue Arena | 7-2 | W |
| P-17 | Nov 02 2019 | 3:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka Blakewood Constr | A. J. LaRue Arena | 4-6 | L |
| P-16 | Nov 02 2019 | 4:15 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka CC Tatham | Bracebridge | 1-7 | L |
| MPS-PW-13 | Nov 02 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Millbrook Stars | A. J. LaRue Arena | 7-2 | W |
| MD-91 | Nov 02 2019 | 9:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Newcastle Stars | Newcastle | 1-7 | L |
| MPS-AT-19 | Nov 03 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Millbrook Stars | A. J. LaRue Arena | 2-3 | L |
| N(Major)-035 | Nov 03 2019 | 1:40 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Little Caesars 1 | CSC (Jack Bionda) | 0-0 | T |
| MPS-PW-24 | Nov 03 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Almaguin Ice Devils | A. J. LaRue Arena | 9-1 | W |
| P-07 | Nov 03 2019 | 2:30 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Almaguin Ice Devils | Keith Tallman Arena | 6-1 | W |
| MPS-BT-26 | Nov 03 2019 | 3:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Lindsay Muskies | A. J. LaRue Arena | 0-10 | L |
| MPS-MD-14 | Nov 05 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Mariposa Lightning | A. J. LaRue Arena | 1-7 | L |
| Nov 08-Nov 10 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Pembroke Tournament (Pembroke Tournament) |
| Nov 08-Nov 10 | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Thorold Tournament (Thorold Tournament) |
| MPS-MD-16 | Nov 08 2019 | 7:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters AE | A. J. LaRue Arena | 3-3 | T |
| MPS-BT-11 | Nov 08 2019 | 8:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | A. J. LaRue Arena | 4-3 | W |
| P-23 | Nov 09 2019 | 11:20 AM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka Blakewood Constr | Bracebridge | 2-10 | L |
| A-34 | Nov 09 2019 | 12:00 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | South Muskoka Cottage Country Dent | A. J. LaRue Arena | 4-4 | T |
| P-12 | Nov 09 2019 | 1:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka HRC Ins | A. J. LaRue Arena | 5-8 | L |
| N(Major)-111 | Nov 09 2019 | 2:00 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Almaguin Ice Devils White | A. J. LaRue Arena | 0-0 | T |
| A-33 | Nov 09 2019 | 3:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Parry Sound McNabb Home Bld | BOCC | 7-2 | W |
| MPS-MD-81 | Nov 09 2019 | 5:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears AE | Gravenhurst | 0-2 | L |
| MPS-BT-22 | Nov 09 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Newcastle Stars | A. J. LaRue Arena | 3-1 | W |
| A-40 | Nov 10 2019 | 1:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Middaugh | A. J. LaRue Arena | 3-2 | W |
| MPS-MD-13 | Nov 10 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | A. J. LaRue Arena | 4-2 | W |
| MPS-BT-32 | Nov 10 2019 | 3:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | East Nipissing Vipers | A. J. LaRue Arena | 7-4 | W |
| A-12 | Nov 10 2019 | 3:40 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville Aben Graphics | CSC (Jack Bionda) | 3-5 | L |
| M-19 | Nov 10 2019 | 5:00 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Dominos Pizza | Gravenhurst | 1-7 | L |
| MPS-MD-85 | Nov 15 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Brock Township Wild | A. J. LaRue Arena | 7-2 | W |
| BT-68 | Nov 15 2019 | 8:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Millbrook Stars | Millbrook-Cavan | 4-3 | W |
| Nov 16-Nov 17 | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Walt McKechnie Tournament (AJ LaRue Arena) |
| P-30 | Nov 16 2019 | 10:50 AM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Little Caesars | CSC (Don Lough) | 0-8 | L |
| N(Major)-121 | Nov 16 2019 | 12:00 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Little Caesars 2 | Keith Tallman Arena | 0-0 | T |
| MPS-AT-06 | Nov 16 2019 | 12:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | Burks Falls | 5-1 | W |
| N(Minor)-003 | Nov 16 2019 | 12:40 PM | | LL Minor Novice Gray - Bright Woods Landscaping | South Muskoka Tims Kings | Gravenhurst | 0-0 | T |
| N(Minor)-103 | Nov 16 2019 | 12:40 PM | | LL Minor Novice Navy- Bright Woods Landscaping | South Muskoka Tims Senators | Gravenhurst | 0-0 | T |
| MPS-PW-43 | Nov 16 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Muskoka Rock | Port Carling | 0-11 | L |
| MPS-MD-02 | Nov 16 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | SSJ Arena | 3-3 | T |
| MPS-AT-09 | Nov 16 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | Burks Falls | 5-1 | W |
| MPS-BT-02 | Nov 17 2019 | 1:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | SSJ Arena | 7-2 | W |
| P-52 | Nov 17 2019 | 2:30 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Almaguin Ice Devils | SSJ Arena | 3-2 | W |
| AT-77 | Nov 17 2019 | 2:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon Lake Thunder | Fenelon Falls | 2-4 | L |
| MPS-BT-10 | Nov 17 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | SSJ Arena | 5-2 | W |
| M-21 | Nov 17 2019 | 6:30 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Heather Douglas | CSC (Don Lough) | 0-4 | L |
| PW-86 | Nov 17 2019 | 6:45 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Orono Leafs | Orono | 4-6 | L |
| MPS-BT-23 | Nov 20 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon Lake Thunder | A. J. LaRue Arena | 4-7 | L |
| Nov 22 2019 | 7:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Bancroft | Keith Tallman Arena | 3-2 | W |
| MPS-MD-86 | Nov 22 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Kawartha Coyotes | A. J. LaRue Arena | 3-3 | T |
| A-43 | Nov 23 2019 | 10:00 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | A. J. LaRue Arena | 0-9 | |
| N(Major)-019 | Nov 23 2019 | 11:00 AM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | South Muskoka Envotek | A. J. LaRue Arena | 0-0 | T |
| MPS-AT-15 | Nov 23 2019 | 12:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | A. J. LaRue Arena | 6-3 | W |
| PW-19 | Nov 23 2019 | 1:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | McKinney (2) | 0-7 | L |
| NO-44 | Nov 23 2019 | 1:30 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Millbrook Stars | A. J. LaRue Arena | | |
| MPS-AT-24 | Nov 23 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | A. J. LaRue Arena | 6-2 | W |
| MPS-BT-30 | Nov 23 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | North Bay Trappers | A. J. LaRue Arena | 7-1 | W |
| A-41 | Nov 24 2019 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Almaguin Ice Devils | Burks Falls | 5-4 | W |
| MPS-AT-54 | Nov 24 2019 | 4:15 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Parry Sound Shamrocks | BOCC | 1-8 | L |
| MPS-BT-59 | Nov 24 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | North Bay Trappers | Pete Palangio (1) | 6-1 | W |
| M-28 | Nov 24 2019 | 5:10 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Duke Engineering | CSC (Don Lough) | 1-11 | L |
| MPS-PW-52 | Nov 24 2019 | 5:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Parry Sound Shamrocks | BOCC | 0-7 | L |
| MPS-PW-11 | Nov 26 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon Lake Thunder | A. J. LaRue Arena | 1-6 | L |
| MPS-BT-29 | Nov 27 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | South Muskoka Bears | A. J. LaRue Arena | 4-6 | L |
| MPS-MD-19 | Nov 29 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears AE | A. J. LaRue Arena | 5-1 | W |
| Nov 30-Nov 30 | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Atom LL Silver Stick (Wilberforce) |
| Nov 30-Nov 30 | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Atom LL Silver Stick (Wilberforce) |
| Nov 30-Dec 01 | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Peewee LL Silver Stick (Haliburton) |
| Nov 30-Dec 01 | | LL Peewee Blue- Canadian Tire Minden | Peewee LL Silver Stick (Haliburton) |
| AT-29 | Nov 30 2019 | 2:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Kawartha Coyotes | Ops | 4-3 | W |
| BT-13 | Nov 30 2019 | 6:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Ennismore Eagles | Ennismore | 3-8 | L |
| MD-73 | Nov 30 2019 | 6:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Millbrook Stars | Millbrook-Cavan | 4-2 | W |
| Dec 01-Dec 01 | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Atom LL Silver Stick (Haliburton) |
| Dec 01-Dec 01 | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Atom LL Silver Stick (Haliburton) |
| Dec 06 2019 | 7:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Brock WIld | Keith Tallman Arena | | |
| M-35 | Dec 06 2019 | 7:30 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Dohertys Masonry | A. J. LaRue Arena | 0-4 | L |
| Dec 07-Dec 08 | | LL Midget- Total Site Services - Pharmasave | Midget LL Tournament (Haliburton) |
| Dec 07-Dec 08 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Norwood Tournament (Norwood Tournament) |
| Dec 07-Dec 08 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Norwood Tournament (Norwood Tournament) |
| A-55 | Dec 07 2019 | 11:40 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Davicor | Baysville | 6-2 | W |
| P-44 | Dec 07 2019 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Almaguin Ice Devils | Burks Falls | 2-1 | W |
| N(Major)-127 | Dec 07 2019 | 1:00 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | South Muskoka Fitzmaurice Bros | Bracebridge | 0-0 | T |
| NO-28 | Dec 07 2019 | 3:30 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Newcastle Stars | Newcastle | | |
| A-54 | Dec 08 2019 | 11:30 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | South Muskoka Wes Finch | Bracebridge | 3-6 | L |
| MPS-PW-05 | Dec 08 2019 | 3:15 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Almaguin Ice Devils | SSJ Arena | 3-1 | W |
| NO-43 | Dec 10 2019 | 5:30 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Lindsay Muskies | A. J. LaRue Arena | | |
| Dec 14-Dec 14 | | LL Minor Novice Gray - Bright Woods Landscaping | Centre Hastings Tournament in Marmora (Marmora) |
| Dec 14-Dec 14 | | LL Minor Novice Navy- Bright Woods Landscaping | Centre Hastings Tournament in Marmora (Marmora) |
| Dec 14-Dec 14 | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Campbellford (Campbellford) |
| A-66 | Dec 14 2019 | 9:50 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Aben Graphics | CSC (Jack Bionda) | 2-2 | T |
| N(Major)-031 | Dec 14 2019 | 11:30 AM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Main Street Dental 1 | A. J. LaRue Arena | 0-0 | T |
| MPS-AT-12 | Dec 14 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears | A. J. LaRue Arena | 2-5 | L |
| N(Major)-131 | Dec 14 2019 | 2:00 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Main Street Dental 2 | A. J. LaRue Arena | 0-0 | T |
| MPS-PW-32 | Dec 14 2019 | 2:50 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Huntsville Otters | CSC (Jack Bionda) | 0-2 | L |
| P-47 | Dec 14 2019 | 3:00 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Little Caesars | A. J. LaRue Arena | 2-12 | L |
| MPS-BT-76 | Dec 14 2019 | 3:15 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | South Muskoka Bears | Bracebridge | 3-6 | L |
| NO-42 | Dec 14 2019 | 4:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Ennismore Eagles | A. J. LaRue Arena | | |
| P-36 | Dec 15 2019 | 1:30 PM | | LL Peewee Blue- Canadian Tire Minden | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | A. J. LaRue Arena | 1-4 | |
| M-37 | Dec 15 2019 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Muskoka Kia | A. J. LaRue Arena | 3-8 | L |
| MPS-MD-12 | Dec 17 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Woodville Hurricanes | A. J. LaRue Arena | 1-5 | L |
| MPS-BT-21 | Dec 18 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | A. J. LaRue Arena | 6-4 | W |
| Dec 21 2019 | 10:00 AM | | Initiation 2 - Tim Bits | South Muskoka | A. J. LaRue Arena | | |
| NO-45 | Dec 21 2019 | 11:00 AM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Sturgeon Lake Thunder | A. J. LaRue Arena | | |
| MPS-PW-21 | Dec 21 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Muskoka Rock | A. J. LaRue Arena | 1-6 | L |
| N(Minor)-008 | Dec 21 2019 | 3:30 PM | | LL Minor Novice Navy- Bright Woods Landscaping | Almaguin Ice Devils White | A. J. LaRue Arena | 0-0 | T |
| N(Minor)-108 | Dec 21 2019 | 3:30 PM | | LL Minor Novice Gray - Bright Woods Landscaping | Almaguin Ice Devils Red | A. J. LaRue Arena | 0-0 | T |
| BT-118 | Dec 21 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | A. J. LaRue Arena | 7-0 | W |
| MPS-MD-36 | Dec 21 2019 | 7:10 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters AE | CSC (Don Lough) | 3-1 | W |
| MPS-AT-17 | Dec 22 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Lindsay Muskies | A. J. LaRue Arena | 0-9 | L |
| MPS-PW-15 | Dec 22 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Kawartha Coyotes | A. J. LaRue Arena | 2-11 | L |
| M-55 | Dec 22 2019 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Dominos Pizza | A. J. LaRue Arena | 1-3 | L |
| BT-27 | Dec 22 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Kawartha Coyotes | Ops | 2-4 | L |
| NO-41 | Dec 23 2019 | 7:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Woodville Hurricanes | Woodville/Eldon | | |
| Dec 28 2019 | 12:30 PM | | LL Minor Novice Navy- Bright Woods Landscaping | Lindsay | A. J. LaRue Arena | 0-0 | T |
| Dec 28 2019 | 12:30 PM | | LL Minor Novice Gray - Bright Woods Landscaping | Lindsay | A. J. LaRue Arena | 0-0 | T |
| MPS-AT-16 | Dec 29 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Ennismore Eagles | A. J. LaRue Arena | 1-5 | L |
| PW-26 | Dec 29 2019 | 3:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Ennismore Eagles | Ennismore | | |
| Jan 02-Jan 03 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Orono Tournament (Orono Tournament) |
| AT-49 | Jan 02 2020 | 7:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Mariposa Lightning | Little Britain | 1-1 | T |
| MPS-MD-18 | Jan 03 2020 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | A. J. LaRue Arena | 3-3 | T |
| Jan 04-Jan 04 | | Initiation 2 - Tim Bits | Glen Dart Jamboree (Haliburton) |
| A-69 | Jan 04 2020 | 11:20 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | South Muskoka Middaugh | Bracebridge | 3-3 | T |
| N(Minor)-010 | Jan 04 2020 | 12:30 PM | | LL Minor Novice Gray - Bright Woods Landscaping | Huntsville Little Caesars | CSC (Jack Bionda) | 0-0 | T |
| A-10 | Jan 04 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville McDonalds | Keith Tallman Arena | 3-3 | T |
| N(Major)-003 | Jan 04 2020 | 12:30 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Main Street Dental 1 | CSC (Jack Bionda) | 0-0 | T |
| N(Major)-116 | Jan 04 2020 | 1:40 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Little Caesars 2 | CSC (Jack Bionda) | 0-0 | T |
| N(Minor)-110 | Jan 04 2020 | 1:40 PM | | LL Minor Novice Navy- Bright Woods Landscaping | Huntsville Near North | CSC (Jack Bionda) | 0-0 | T |
| PW-39 | Jan 04 2020 | 4:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Lindsay Muskies | Lindsay Rec (1) | 3-4 | L |
| MPS-AT-26 | Jan 05 2020 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | A. J. LaRue Arena | 3-2 | W |
| NO-01 | Jan 05 2020 | 1:30 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Brock Township Wild | Beaverton | | |
| A-86 | Jan 05 2020 | 2:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Aben Graphics | A. J. LaRue Arena | 2-5 | L |
| MPS-MD-17 | Jan 05 2020 | 3:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | North Bay Trappers | A. J. LaRue Arena | 7-3 | W |
| M-30 | Jan 05 2020 | 4:15 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Tamarack North | BOCC | 0-5 | L |
| Jan 07 2020 | 6:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Brock Wild | Cannington | 4-5 | L |
| MPS-AT-14 | Jan 08 2020 | 6:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Huntsville Otters | Keith Tallman Arena | 1-2 | L |
| MPS-PB-2 | Jan 10 2020 | 7:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Almaguin Ice Devils | Port Carling | 4-0 | W |
| MPS-BA-1 | Jan 11 2020 | 9:00 AM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | South Muskoka Bears | A. J. LaRue Arena | 0-5 | L |
| NO-11 | Jan 11 2020 | 10:00 AM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Kawartha Coyotes | Emily/Omemee | | |
| A-76 | Jan 11 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Almaguin Ice Devils | SSJ Arena | | |
| MPS-PB-3 | Jan 11 2020 | 1:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Huntsville Otters | Port Carling | 2-4 | L |
| MPS-BA-3 | Jan 11 2020 | 2:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Parry Sound Shamrocks | A. J. LaRue Arena | 2-2 | T |
| MPS-PB-5 | Jan 11 2020 | 4:45 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears AE | Port Carling | 5-1 | W |
| MPS-BA-5 | Jan 12 2020 | 10:00 AM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Huntsville Otters | A. J. LaRue Arena | 1-5 | L |
| P-59 | Jan 12 2020 | 2:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka HRC Ins | Gravenhurst | 2-8 | L |
| A-63 | Jan 12 2020 | 2:30 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville Davicor | Keith Tallman Arena | 4-5 | L |
| MPS-PB-Final | Jan 12 2020 | 3:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears AE | Port Carling | 2-1 | W |
| P-02 | Jan 12 2020 | 3:30 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka CC Tatham | Keith Tallman Arena | 2-7 | L |
| M-45 | Jan 12 2020 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Heather Douglas | A. J. LaRue Arena | 4-6 | L |
| NO-19 | Jan 14 2020 | 7:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Mariposa Lightning | Oakwood | | |
| MPS-MA-2 | Jan 17 2020 | 8:40 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Parry Sound Shamrocks | CSC (Jack Bionda) | 4-2 | W |
| N(Minor)-013 | Jan 18 2020 | 10:00 AM | | LL Minor Novice Navy- Bright Woods Landscaping | South Muskoka Tims Kings | A. J. LaRue Arena | | |
| N(Minor)-113 | Jan 18 2020 | 10:00 AM | | LL Minor Novice Gray - Bright Woods Landscaping | South Muskoka Tims Senators | A. J. LaRue Arena | | |
| A-80 | Jan 18 2020 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville McDonalds | A. J. LaRue Arena | 0-8 | L |
| N(Major)-52 | Jan 18 2020 | 11:00 AM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | South Muskoka Fitzmaurice Bros | Gravenhurst | 13-2 | W |
| P-63 | Jan 18 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Almaguin Ice Devils | A. J. LaRue Arena | 8-0 | W |
| MPS-AB-2 | Jan 18 2020 | 12:45 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | Bracebridge | 6-1 | W |
| N(Minor)-112 | Jan 18 2020 | 1:00 PM | | LL Minor Novice Gray - Bright Woods Landscaping | Huntsville Near North | A. J. LaRue Arena | 0-0 | T |
| N(Minor)-012 | Jan 18 2020 | 1:00 PM | | LL Minor Novice Navy- Bright Woods Landscaping | Huntsville Little Caesars | A. J. LaRue Arena | 0-0 | T |
| MPS-PW-19 | Jan 18 2020 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears | A. J. LaRue Arena | 3-7 | L |
| MPS-MA-4 | Jan 18 2020 | 3:40 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | CSC (Don Lough) | 1-3 | L |
| A-82 | Jan 18 2020 | 4:20 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Wes Finch | Gravenhurst | 3-2 | W |
| MPS-AB-3 | Jan 18 2020 | 4:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears AE | Bracebridge | 1-2 | L |
| MPS-MA-5 | Jan 18 2020 | 6:40 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters | CSC (Don Lough) | 3-0 | W |
| MPS-AB-Final | Jan 19 2020 | 11:30 AM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears AE | Bracebridge | 5-1 | W |
| A-67 | Jan 19 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Cottage Country Dent | A. J. LaRue Arena | 9-1 | W |
| P-69 | Jan 19 2020 | 1:30 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka Blakewood Constr | A. J. LaRue Arena | 7-1 | W |
| A-75 | Jan 19 2020 | 2:30 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | South Muskoka Wes Finch | A. J. LaRue Arena | 3-6 | L |
| P-BTCC-A1 | Jan 19 2020 | 3:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | A. J. LaRue Arena | 4-1 | W |
| M-50 | Jan 19 2020 | 4:30 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Muskoka Auto Parts | BOCC | 0-10 | L |
| MPS-MA-Final | Jan 19 2020 | 5:10 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | CSC (Don Lough) | 0-5 | L |
| P-PWCC-A1 | Jan 24 2020 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | Keith Tallman Arena | | |
| P-MDCC-A1 | Jan 24 2020 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | A. J. LaRue Arena | | |
| P-66 | Jan 25 2020 | 10:45 AM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Parry Sound Gibson H & C | BOCC | | |
| Jan 25 2020 | 11:00 AM | | LL Minor Novice Gray - Bright Woods Landscaping | Mariposa | Oakwood Community Centre | | |
| Jan 25 2020 | 11:00 AM | | LL Minor Novice Navy- Bright Woods Landscaping | Mariposa | Oakwood Community Centre | | |
| P-ATCC-A1 | Jan 25 2020 | 11:30 AM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | McKinney (2) | | |
| P-BTCC-A2 | Jan 25 2020 | 1:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | McKinney (2) | | |
| Jan 25 2020 | 1:30 PM | | LL Minor Novice Navy- Bright Woods Landscaping | Manvers | Manvers | | |
| Jan 25 2020 | 2:00 PM | | LL Minor Novice Gray - Bright Woods Landscaping | Woodville | Woodville | | |
| P-PWCC-A2 | Jan 25 2020 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | Delpark Homes (2) | | |
| P-MDCC-A2 | Jan 25 2020 | 7:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | IPSC (6) | | |
| P-ATCC-A2 | Jan 26 2020 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | A. J. LaRue Arena | | |
| P-43 | Jan 26 2020 | 12:30 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka CC Tatham | Keith Tallman Arena | | |
| P-BTCC-A3 | Jan 26 2020 | 3:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | A. J. LaRue Arena | | |
| P-PWCC-A3 | Jan 31 2020 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | A. J. LaRue Arena | | |
| P-MDCC-A3 | Jan 31 2020 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | A. J. LaRue Arena | | |
| Feb 01-Feb 01 | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Midland Canadian Tire Winter Classsic (Midland) |
| Feb 01-Feb 02 | | LL Minor Novice Gray - Bright Woods Landscaping | Bernie Nicholls Minor Novice Tournament (Haliburton) |
| Feb 01-Feb 02 | | LL Minor Novice Navy- Bright Woods Landscaping | Bernie Nicholls Minor Novice Tournament (Haliburton) |
| Feb 01-Feb 02 | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Bernie Nicholls Major Novice Tournament (Haliburton) |
| A-95 | Feb 01 2020 | 9:50 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Little Caesars | CSC (Jack Bionda) | | |
| P-ATCC-A3 | Feb 01 2020 | 12:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | McKinney (2) | | |
| M-60 | Feb 01 2020 | 12:00 PM | | LL Midget- Total Site Services - Pharmasave | Almaguin Ice Devils | SSJ Arena | | |
| NOFN20 | Feb 01 2020 | 3:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Woodville Hurricanes | Woodville/Eldon | | |
| P-72 | Feb 01 2020 | 4:15 PM | | LL Peewee Blue- Canadian Tire Minden | Parry Sound Gibson H & C | BOCC | | |
| P-BTCC-A4 | Feb 01 2020 | 6:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | Harman (South) | | |
| P-PWCC-A4 | Feb 01 2020 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | Harman (North) | | |
| P-MDCC-A4 | Feb 01 2020 | 7:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | IPSC (6) | | |
| Feb 02 2020 | 1:00 PM | | Initiation 2 - Tim Bits | Huntsville | Canada Summit Centre | | |
| P-MDCC-A5 | Feb 07 2020 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | A. J. LaRue Arena | | |
| P-80 | Feb 08 2020 | 9:20 AM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Huntsville HRC | CSC (Don Lough) | | |
| NOFN09 | Feb 08 2020 | 10:30 AM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Woodville Hurricanes | A. J. LaRue Arena | | |
| N(Minor)-005 | Feb 08 2020 | 11:15 AM | | LL Minor Novice Gray - Bright Woods Landscaping | South Muskoka Tims Jets | Gravenhurst | | |
| N(Minor)-105 | Feb 08 2020 | 11:15 AM | | LL Minor Novice Navy- Bright Woods Landscaping | South Muskoka Tims Leafs | Gravenhurst | | |
| P-76 | Feb 08 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Hidden Valley Resort | A. J. LaRue Arena | | |
| P-PWCC-A5 | Feb 08 2020 | 1:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | A. J. LaRue Arena | | |
| P-ATCC-A4 | Feb 08 2020 | 2:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | A. J. LaRue Arena | | |
| P-BTCC-A5 | Feb 08 2020 | 4:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | A. J. LaRue Arena | | |
| M-14 | Feb 08 2020 | 7:00 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Muskoka Auto Parts | A. J. LaRue Arena | | |
| P-MDCC-A6 | Feb 08 2020 | 7:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | IPSC (6) | | |
| N(Major)-59 | Feb 09 2020 | 10:15 AM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | South Muskoka Envotek | Bracebridge | | |
| Feb 09 2020 | 12:00 PM | | Initiation 2 - Tim Bits | Port Carling | Port Carling Arena | | |
| A-90 | Feb 09 2020 | 1:45 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville Davicor | CSC (Jack Bionda) | | |
| P-74 | Feb 09 2020 | 2:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Huntsville Little Caesars | A. J. LaRue Arena | | |
| P-ATCC-A5 | Feb 09 2020 | 2:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | Harman (South) | | |
| P-54 | Feb 09 2020 | 3:00 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka HRC Ins | A. J. LaRue Arena | | |
| P-PWCC-A6 | Feb 09 2020 | 7:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | Harman (South) | | |
| M-64 | Feb 09 2020 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Duke Engineering | A. J. LaRue Arena | | |
| Feb 15-Feb 15 | | LL Minor Novice Navy- Bright Woods Landscaping | Clearview Minor Novice Jamboree (Stayner) |
| Feb 15-Feb 15 | | LL Minor Novice Gray - Bright Woods Landscaping | Clearview Minor Novice Jamboree (Stayner) |
| Feb 15-Feb 15 | | Initiation 2 - Tim Bits | Lindsay Jamboree (Lindsay) |
| P-65 | Feb 15 2020 | 11:00 AM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | South Muskoka CC Tatham | Bracebridge | | |
| NOFN10 | Feb 15 2020 | 11:00 AM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Ennismore Eagles | A. J. LaRue Arena | | |
| NOFN15 | Feb 16 2020 | 2:30 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Sturgeon Lake Thunder | Bobcaygeon | | |
| P-50 | Feb 22 2020 | 10:50 AM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Huntsville Hidden Valley Resort | CSC (Don Lough) | | |
| A-58 | Feb 22 2020 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Huntsville Little Caesars | A. J. LaRue Arena | | |
| N(Minor)-118 | Feb 22 2020 | 11:20 AM | | LL Minor Novice Gray - Bright Woods Landscaping | Almaguin Ice Devils White | South River | | |
| N(Minor)-018 | Feb 22 2020 | 11:20 AM | | LL Minor Novice Navy- Bright Woods Landscaping | Almaguin Ice Devils Red | South River | | |
| P-57 | Feb 22 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville HRC | A. J. LaRue Arena | | |
| NOFN11 | Feb 22 2020 | 1:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Brock Township Wild | A. J. LaRue Arena | | |
| N(Major)-69 | Feb 22 2020 | 2:30 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Almaguin Ice Devils White | Burks Falls | | |
| M-01 | Feb 22 2020 | 3:00 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Muskoka Kia | Gravenhurst | | |
| N(Major)-63 | Feb 23 2020 | 12:30 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Parry Sound Optimist Club 1 | A. J. LaRue Arena | | |
| A-50 | Feb 23 2020 | 1:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Almaguin Ice Devils | A. J. LaRue Arena | | |
| NOFN07 | Feb 23 2020 | 3:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Ennismore Eagles | Ennismore | | |
| Feb 29 2020 | 10:00 AM | | Initiation 2 - Tim Bits | Huntsville | A. J. LaRue Arena | | |
| A-15 | Feb 29 2020 | 11:00 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Wes Finch | A. J. LaRue Arena | | |
| A-91 | Feb 29 2020 | 12:00 PM | | LL Atom Blue- GJ Burtch Construction - CARQUEST Minden | Muskoka Rock | A. J. LaRue Arena | | |
| P-22 | Feb 29 2020 | 1:00 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Parry Sound Gibson H & C | A. J. LaRue Arena | | |
| A-22 | Feb 29 2020 | 2:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Muskoka Rock | A. J. LaRue Arena | | |
| N(Major)-70 | Feb 29 2020 | 3:00 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Little Caesars 1 | A. J. LaRue Arena | | |
| NOFN12 | Feb 29 2020 | 4:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Sturgeon Lake Thunder | A. J. LaRue Arena | | |
| N(Major)-54 | Mar 01 2020 | 12:40 PM | | LL Major Novice - Tom Prentice & Sons - Haliburton Family Medical Centre | Huntsville Main Street Dental 1 | CSC (Jack Bionda) | | |
| P-27 | Mar 01 2020 | 2:30 PM | | LL Peewee Yellow- Walkers Heating & Cooling - Walkers Home Hardware | Huntsville Hidden Valley Resort | A. J. LaRue Arena | | |
| M-70 | Mar 01 2020 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Tamarack North | A. J. LaRue Arena | | |