| Date & Time | Division | Game | Venue |
|---|---|---|---|
| December 22, 2019 | Boys | (2) Tewksbury Redmen at (5) North Andover Scarlet Knights | Merrimack College |
| December 22, 2019 | Boys | (0) OBryant Tigers at (6) Latin Academy Dragons | Matthews Arena |
| December 22, 2019 | Boys | (3) Medfield Warriors at (2) Burrillville (R.I.) | Levy Ice Rink |
| December 22, 2019 | Boys | (3) Wayland Warriors at (4) Methuen Rangers | Methuen High School Rink |
| December 22, 2019 | Boys | (4) Weymouth Wildcats at (5) Falmouth Clippers | Falmouth Ice Arena |
| December 22, 2019 | Girls | (7) Burlington Red Devils at (2) Latin Academy/Fontbonne Dragons | Matthews Arena |
| December 22, 2019 | Boys | (5) West Springfield Terriers at (2) Agawam Brownies | Olympia Center |
| December 22, 2019 | Girls | (6) Peabody/Lynnfield/North Reading Tanners at (0) Oakmont Spartans | Gardner Veterans Skating Rink |
| December 22, 2019 | Boys | (0) Delbarton (N.J.) at (4) Catholic Memorial Knights | Jim Roche Community Arena |
| December 21, 2019 | Boys | (5) Bedford Bucs at (2) Dracut/Tyngsboro Middies | Janas Memorial Rink |
| December 21, 2019 | Girls | (5) Quincy/North Quincy Red Raiders at (5) Marshfield Rams | Hobomock Arena |
| December 21, 2019 | Boys | (7) Dedham Marauders at (1) Bellingham Blackhawks | Pirelli Veterans Arena |
| December 21, 2019 | Boys | (0) Sandwich Blue Knights at (5) Southeastern/Bristol-Plymouth Hawks | Raynham IcePlex |
| December 21, 2019 | Boys | (2) Auburn/Millbury Rockets at (2) Marlboro Panthers | New England Sports Center |
| December 21, 2019 | Girls | (0) Hanover Hawks at (2) Plymouth Blue Eagles | Armstrong Arena |
| December 21, 2019 | Boys | (4) Somerset Berkley Raiders at (0) Diman Bengals
Prenda Cup (day 2) |
Driscoll Arena |
| December 21, 2019 | Girls | (3) Scituate Sailors at (12) Hingham Harborwomen | Pilgrim Arena |
| December 21, 2019 | Boys | (2) Chelmsford Lions at (4) Waltham Hawks | Veterans Memorial Rink |
| December 21, 2019 | Boys | (1) Wakefield Warriors at (5) Arlington Spy Ponders | Ed Burns Arena |
| December 21, 2019 | Boys | (7) Wachusett Mountaineers at (1) Nashoba Wolves | New England Sports Center |
| December 21, 2019 | Boys | (3) Hopedale / Milford Blue Raiders at (5) Dover-Sherborn/Weston Raiders
St. Joseph Prep Holiday Tourney |
Warrior Ice Arena |
| December 21, 2019 | Boys | (2) Essex Tech Hawks at (2) Rockport Vikings | Dorothy Talbot Rink |
| December 21, 2019 | Girls | (8) Latin Academy/Fontbonne Dragons at (3) Shawsheen/Bedford/Lowell Rams | Edge Sports Center |
| December 21, 2019 | Boys | (1) Minuteman Mustangs at (4) Northeast Tech Golden Knights | Valley Forum II |
| December 21, 2019 | Boys | (3) Burlington Red Devils at (1) Reading Rockets | Burbank Ice Arena |
| December 21, 2019 | Girls | (3) Bishop Stang Spartans at (1) Whitman-Hanson/Silver Lake Panthers | Rockland Arena |
| December 21, 2019 | Girls | (3) Algonquin/Hudson Titans at (3) Lincoln-Sudbury Warriors | Valley Sports Arena |
| December 21, 2019 | Boys | (0) Taunton Tigers at (8) Barnstable Red Hawks | Hyannis Youth and Community Center |
| December 21, 2019 | Girls | (5) Westford Academy Ghosts at (0) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| December 21, 2019 | Boys | (4) Grafton Gators at (1) Lunenburg/Ayer-Shirley Blue Knights | Wallace Civic Center |
| December 21, 2019 | Boys | (5) Dartmouth Indians at (0) Bourne Canalmen
Canalmen Classic Teddy Bear Toss |
Gallo Arena |
| December 21, 2019 | Boys | (2) Algonquin Titans at (4) Natick Red Hawks | Chase Arena |
| December 21, 2019 | Girls | (3) St. Mary's Lynn Spartans at (1) Matignon Warriors | Essex Sports Center |
| December 21, 2019 | Boys | (9) Shawsheen Rams at (2) Lynn Jets | Connery Memorial Arena |
| December 21, 2019 | Girls | (1) Watertown Raiders at (4) Lexington Minutemen | Hayden Ice Facility |
| December 21, 2019 | Boys | (0) East Longmeadow Spartans at (5) Minnechaug Falcons | Olympia Center |
| December 21, 2019 | Boys | (2) Concord-Carlisle Patriots at (5) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 21, 2019 | Girls | (8) Wellesley Raiders at (1) Framingham Flyers | Loring Arena |
| December 21, 2019 | Girls | (3) Andover Golden Warriors at (3) Tewksbury/Methuen Red Rangers | Methuen High School Rink |
| December 21, 2019 | Boys | (5) North Attleboro Red Rocketeers at (4) Bishop Feehan Shamrocks | New England Sports Village |
| December 21, 2019 | Boys | (5) Everett Crimson Tide at (4) Norton Lancers | Foxboro Sports Center |
| December 21, 2019 | Boys | (0) Coyle & Cassidy Warriors at (6) Falmouth Clippers | Falmouth Ice Arena |
| December 21, 2019 | Boys | (1) Longmeadow Lancers at (2) Hudson Hawks | New England Sports Center |
| December 21, 2019 | Boys | (2) Quincy Presidents at (4) Silver Lake Lakers | Hobomock Arena |
| December 21, 2019 | Boys | (0) Billerica Indians at (1) Central Catholic Raiders | Salem Ice Center |
| December 21, 2019 | Boys | (5) Plymouth North Eagles at (2) North Quincy Red Raiders | Quincy Youth Arena |
| December 21, 2019 | Boys | (2) Framingham Flyers at (0) Wellesley Raiders | Wellesley Sports Center |
| December 21, 2019 | Boys | (3) Ashland Clockers at (3) Medfield Warriors | Pirelli Veterans Arena |
| December 21, 2019 | Boys | (1) Newburyport Clippers at (3) Westford Academy Ghosts | Skate 3 |
| December 21, 2019 | Boys | (1) Drury Blue Devils at (2) Greenfield Green Wave | Collins-Moylan Skating Arena |
| December 21, 2019 | Girls | (3) Austin Prep Cougars at (3) Franklin Panthers | Pirelli Veterans Arena |
| December 21, 2019 | Boys | (3) Worcester/Leicester Wildcats at (0) Assabet Aztecs | Navin Arena |
| December 21, 2019 | Girls | (0) Wakefield Warriors at (4) Arlington Spy Ponders | Ed Burns Arena |
| December 21, 2019 | Girls | (1) Burlington Red Devils at (3) Reading Rockets | Burbank Ice Arena |
| December 21, 2019 | Boys | (5) Triton Vikings at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| December 21, 2019 | Boys | (0) Masconomet Chieftains at (3) Canton Bulldogs | Canton Ice House |
| December 21, 2019 | Boys | (5) Holliston Panthers at (1) St. Joseph Prep The Phoenix | Warrior Ice Arena |
| December 21, 2019 | Boys | (7) Apponequet/Old Colony Lakers at (2) Durfee Hilltoppers
Prenda Cup |
Driscoll Arena |
| December 21, 2019 | Girls | (7) Walpole Timberwolves at (3) Weymouth Wildcats | Connell Memorial Rink |
| December 21, 2019 | Boys | (0) Old Rochester/Fairhaven Bulldogs at (6) Bishop Stang Spartans | Hetland Arena |
| December 21, 2019 | Girls | (4) Concord-Carlisle Patriots at (4) Waltham Hawks | Veterans Memorial Ice Rink |
| December 21, 2019 | Boys | (0) Nauset Warriors at (1) Dennis-Yarmouth, CC Tech, CC Academy Dolphins | Tony Kent Arena |
| December 21, 2019 | Boys | (1) Bridgewater-Raynham Trojans at (2) Shrewsbury Colonials | NorthStar Ice Sports |
| December 21, 2019 | Boys | (1) Lowell Catholic Crusaders at (9) Saint John's Shrewsbury Pioneers | New England Sports Center |
| December 21, 2019 | Boys | (1) St. John's Prep Eagles at (9) Hingham Harbormen | Pilgrim Arena |
| December 21, 2019 | Boys | (1) Easthampton Eagles at (2) Southwick Rams | Amelia Park Rink |
| December 21, 2019 | Boys | (5) Needham Rockets at (1) Milton Wildcats | Ulin Memorial Rink |
| December 21, 2019 | Boys | (2) Groton-Dunstable Crusaders at (5) Bishop Fenwick Crusaders | O'Keefe Athletic Center Salem State |
| December 21, 2019 | Girls | (0) Milton Wildcats at (6) Needham Rockets | Babson Skating Center |
| December 21, 2019 | Boys | (2) King Philip Warriors at (0) Archbishop Williams Bishops | Canton Sportsplex |
| December 21, 2019 | Boys | (5) Westfield Bombers at (1) Revere/Malden Patriots
Canalmen Classic Teddy Bear Toss |
Gallo Arena |
| December 21, 2019 | Boys | (2) Delbarton (N.J.) at (1) Malden Catholic Lancers | Valley Forum II |
| December 21, 2019 | Boys | (6) Northbridge Rams at (3) St. Peter Marian Guardians | Worcester Ice Center |
| December 21, 2019 | Boys | (5) Upper Cape Tech Rams at (4) South Shore Voc-Tech Vikings | Rockland Arena |
| December 21, 2019 | Boys | (7) Littleton/Bromfield Tigers at (0) Gardner/Murdock Wildcats | Gardner Veterans Skating Rink |
| December 21, 2019 | girls | (2) Shrewsbury Colonials at (0) St. Peter Marian Guardians | Worcester Ice Center |
| December 21, 2019 | Boys | (1) Mashpee/Monomoy Monarchs at (6) St. John Paul II Lions | Hyannis Youth and Community Center |
| December 21, 2019 | Boys | (1) Westboro Rangers at (4) North Middlesex Patriots | Wallace Civic Center |
| December 21, 2019 | Girls | (9) Barnstable Red Hawks at (1) Nantucket Whalers | Nantucket Ice Skating Rink |
| December 21, 2019 | Boys | (0) Stoughton/Brockton Knight Boxers at (3) Attleboro Blue Bombardiers | New England Sports Village |
| December 21, 2019 | Girls | (3) Archbishop Williams Bishops at (5) Falmouth Clippers | Falmouth Ice Arena |
| December 21, 2019 | Boys | (2) Hanover Hawks at (5) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 21, 2019 | Boys | (4) Wareham/Carver Vikings at (5) Dighton-Rehoboth/Seekonk Falcons | New England Sports Village |
| December 21, 2019 | Boys | (4) Marshfield Rams at (2) Scituate Sailors | Hobomock Arena |
| December 21, 2019 | Girls | (3) Sandwich Lady Knights at (1) Nauset/Monomoy Warriors | Charles Moore Arena |
| December 21, 2019 | Boys | (0) Whitman-Hanson Panthers at (3) Duxbury Dragons | The Bog |
| December 21, 2019 | Boys | (9) Greater Lowell/Nashoba Tech Vikings at (1) East Boston Jets | Lt. Porrazzo Memorial Rink |
| December 21, 2019 | Girls | (2) HPNA Hillies at (0) Billerica/Chelmsford Indians | Chelmsford Forum |
| December 21, 2019 | Boys | (0) Sacred Heart Saints at (5) Tri-County Cougars | Pirelli Veterans Arena |
| December 21, 2019 | Girls | (3) Winthrop Vikings at (1) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| December 21, 2019 | Girls | (1) Norwell at (2) Pembroke Titans | Bridgewater Ice Arena |
| December 21, 2019 | Boys | (1) Beverly Panthers at (1) Oliver Ames Tigers | Asiaf Skating Arena |
| December 21, 2019 | Boys | (0) Norwell Clippers at (1) Medford Mustangs | LoConte Rink |
| December 21, 2019 | Boys | (2) Austin Prep Cougars at (2) Xaverian Hawks
Endowment Game |
Canton Ice House |
| December 21, 2019 | Girls | (3) Peabody/Lynnfield/North Reading Tanners at (1) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| December 21, 2019 | Boys | (1) Westwood Wolverines at (3) Hopkinton Hillers | New England Sports Center |
| December 21, 2019 | Girls | (3) Arlington Catholic Cougars at (1) St. Joseph Prep/Mount Alvernia The Phoenix
Holiday Tournament |
Warrior Ice Arena |
| December 21, 2019 | Boys | (3) Middleboro Sachems at (7) Cohasset/Hull Skippers | Connell Memorial Rink |
| December 21, 2019 | Boys | (2) Wilmington Wildcats at (1) Winchester Red & Black | O'Brien Arena |
| December 21, 2019 | Girls | (3) East Catholic High School CT at (2) Notre Dame Academy (Hingham) Cougars | Rockland Arena |
| December 21, 2019 | Girls | (5) Ursuline Academy Bears at (0) Leominster Blue Devils | Wallace Civic Center |
| December 21, 2019 | Boys | (2) Acton-Boxboro Revolution at (9) Andover Golden Warriors | Lawrence Valley Forum |
| December 21, 2019 | Boys | (5) Plymouth South Panthers at (5) Pembroke Titans | Hobomock Arena |
| December 21, 2019 | Girls | (0) Auburn Rockets at (11) Longmeadow Lancers | Olympia Center |
| December 21, 2019 | Girls | (0) Central Catholic Raiders at (9) Boston Latin Wolfpack | Murphy Memorial Rink |
| December 21, 2019 | Girls | (6) Dedham Marauders at (1) Dover-Sherborn/Hopkinton Raiders | Blackstone Valley Ice Arena |
| December 21, 2019 | Boys | (2) Weymouth Wildcats at (2) Walpole Timberwolves | Rodman Arena |
| December 21, 2019 | Girls | (5) Braintree Wamps at (3) Duxbury Dragons | The Bog |
| December 21, 2019 | Boys | (2) Amesbury Redhawks at (3) Marblehead Magicians | Rockett Arena |
| December 21, 2019 | Boys | (3) Ludlow / Belchertown Lions at (4) Chicopee Comp Colts | Fitzpatrick Rink |
| December 21, 2019 | Girls | (3) Canton Bulldogs at (0) MOA Warriors | Rodman Arena |
| December 21, 2019 | Boys | (4) Brookline Warriors at (1) Newton North Tigers | John A. Ryan Arena |
| December 21, 2019 | Girls | (4) Medway/Ashland Mustangs at (1) Medfield Warriors | Boch Ice Center |
| December 21, 2019 | Boys | (3) St. Mary's Lynn Spartans at (2) Arlington Catholic Cougars | Ed Burns Arena |
| December 21, 2019 | Boys | (6) Lowell Red Raiders at (3) Danvers Falcons | Raymond J. Bourque Arena |
| December 21, 2019 | Girls | (0) Cambridge Rindge & Latin Falcons at (4) Bishop Fenwick Crusaders
St. Joseph Prep Christmas Classic |
Warrior Ice Arena |
| December 21, 2019 | Girls | (0) Stoneham Spartans at (10) Woburn Tanners | O'Brien Arena |
| December 21, 2019 | Boys | (6) Chicopee Pacers at (4) Mount Everett Eagles | Stewart Athletic Center |
| December 21, 2019 | Girls | (4) Newton North/South Tigers at (2) Brookline Warriors | Walter Brown Arena |
| December 21, 2019 | Girls | (9) King Philip Warriors at (0) Stoughton Black Knights | Asiaf Skating Arena |
| December 21, 2019 | Boys | (2) Winthrop Vikings at (2) Mansfield Hornets | Foxboro Sports Center |
| December 21, 2019 | Boys | (4) Norwood Mustangs at (3) Nantucket Whalers | Nantucket Ice Skating Rink |
| December 21, 2019 | Girls | (6) Dennis-Yarmouth Dolphins at (2) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 21, 2019 | Boys | (4) Melrose Red Hawks at (1) Belmont Marauders | Skip Viglirolo Rink |
| December 21, 2019 | Boys | (4) Somerville Highlanders at (2) Swampscott Big Blue | Rockett Arena |
| December 21, 2019 | Boys | (3) Lexington Minutemen at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 21, 2019 | Boys | (3) Don Bosco (N.J.) at (4) BC High Eagles | Matthews Arena |
| December 21, 2019 | Boys | (2) Boston Latin Wolfpack at (4) Lincoln-Sudbury Warriors | New England Sports Center |
| December 21, 2019 | Girls | (2) Winchester Red & Black at (1) Wilmington Wildcats | Ristuccia Memorial Arena |
| December 21, 2019 | Boys | (0) Hamilton-Wenham Generals at (1) Lynnfield Pioneers | McVann-O'Keefe Skating Rink |
| December 21, 2019 | Boys | (0) Stoneham Spartans at (3) Woburn Tanners | O'Brien Arena |
| December 21, 2019 | Boys | (1) Franklin Panthers at (6) Pope Francis Cardinals | Olympia Center |
| December 20, 2019 | Girls | (9) MOA Warriors at (0) Bishop Feehan Shamrocks | New England Sports Village |
| December 20, 2019 | Boys | (3) Longmeadow Lancers at (5) West Springfield Terriers | Olympia Center |
| December 20, 2019 | Boys | (0) Revere/Malden Patriots at (3) Bourne Canalmen | Gallo Arena |
| December 20, 2019 | Boys | (1) Wahconah Warriors at (1) Belchertown Orioles | Mullins Center |
| December 20, 2019 | Boys | (0) South Hadley/Granby Tigers at (2) Amherst-Pelham Hurricanes | Orr Rink |
| December 20, 2019 | Girls | (2) HPNA Hillies at (2) Woburn Tanners | O'Brien Arena |
| December 20, 2019 | Boys | (5) Cambridge Rindge & Latin Falcons at (2) Newton South Lions | John A. Ryan Arena |
| December 20, 2019 | Boys | (1) Don Bosco Prep (N.J.) at (0) Catholic Memorial Knights | Warrior Ice Arena |
| December 20, 2019 | Boys | (5) Dartmouth Indians at (2) Westfield Bombers | Gallo Arena |
| December 20, 2019 | Boys | (5) Upper Cape Tech Rams at (1) Old Rochester/Fairhaven Bulldogs | Tabor Academy |
| December 19, 2019 | Boys | (2) Norwood Mustangs at (2) Medway Mustangs | Pirelli Veterans Arena |
| December 19, 2019 | Boys | (4) West Springfield Terriers at (5) Minnechaug Falcons | Olympia Center |
| December 19, 2019 | Girls | (1) Marshfield Rams at (6) Old Rochester Bulldogs | Tabor Academy |
| December 19, 2019 | Boys | (2) Rockport Vikings at (8) Shawsheen Rams | Hallenborg Memorial Pavilion |
| December 19, 2019 | Boys | (3) Framingham Flyers at (2) Pope Francis Cardinals | Olympia Center |
| December 19, 2019 | Boys | (2) Malden Catholic Lancers at (3) Franklin Panthers | Pirelli Veterans Arena |
| December 19, 2019 | Girls | (3) Bishop Stang Spartans at (2) Nauset/Monomoy Warriors | Charles Moore Arena |
| December 19, 2019 | Girls | (7) Wakefield Warriors at (1) Latin Academy/Fontbonne Dragons | Shea Memorial Rink |
| December 18, 2019 | Girls | (0) Wakefield Warriors at (4) Lexington Minutemen | Bentley Arena |
| December 18, 2019 | Girls | (5) Peabody/Lynnfield/North Reading Tanners at (0) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| December 18, 2019 | Boys | (2) Masconomet Chieftains at (1) Lynnfield Pioneers | McVann-O'Keefe Skating Rink |
| December 18, 2019 | Boys | (2) Chelmsford Lions at (4) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| December 18, 2019 | Boys | (9) Brookline Warriors at (1) Middleboro Sachems | Bridgewater Ice Arena |
| December 18, 2019 | Boys | (0) Lowell Catholic Crusaders at (7) St. Mary's Lynn Spartans | Connery Memorial Arena |
| December 18, 2019 | Girls | (1) Reading Rockets at (0) Wilmington Wildcats | Ristuccia Memorial Arena |
| December 18, 2019 | Boys | (5) Hudson Hawks at (3) Westboro Rangers | NorthStar Ice Sports |
| December 18, 2019 | Boys | (4) Boston Latin Wolfpack at (1) North Andover Scarlet Knights | Lawler Arena |
| December 18, 2019 | Boys | (4) Wakefield Warriors at (2) Lexington Minutemen | Hayden Ice Facility |
| December 18, 2019 | Boys | (2) Burlington Red Devils at (1) Winchester Red & Black | O'Brien Arena |
| December 18, 2019 | Girls | (1) Arlington Catholic Cougars at (3) Ursuline Academy Bears | Jim Roche Community Arena |
| December 18, 2019 | Boys | (3) Durfee Hilltoppers at (7) Diman Bengals | Driscoll Arena |
| December 18, 2019 | Boys | (7) Hopkinton Hillers at (1) Bellingham Blackhawks | Pirelli Veterans Arena |
| December 18, 2019 | Girls | (6) Needham Rockets at (1) Walpole Timberwolves | Rodman Arena |
| December 18, 2019 | Boys | (5) Essex Tech Hawks at (2) Minuteman Mustangs | Valley Sports Arena |
| December 18, 2019 | Boys | (2) Norwell Clippers at (0) Rockland Bulldogs | Rockland Arena |
| December 18, 2019 | Girls | (2) Shawsheen/Bedford/Lowell Rams at (6) Wayland/Weston Warcats | MacDowell Ice Arena |
| December 18, 2019 | Boys | (3) Marshfield Rams at (3) Hanover Hawks | Hobomock Arena |
| December 18, 2019 | Boys | (0) Wilmington Wildcats at (1) Reading Rockets | Burbank Ice Arena |
| December 18, 2019 | Girls | (0) Brookline Warriors at (4) Natick Red Hawks | Chase Arena |
| December 18, 2019 | Girls | (1) Whitman-Hanson/Silver Lake Panthers at (5) Norwell | The Bog |
| December 18, 2019 | Boys | (1) Oliver Ames Tigers at (1) North Attleboro Red Rocketeers | New England Sports Village |
| December 18, 2019 | Boys | (3) Southwick Rams at (1) Chicopee Comp Colts | Fitzpatrick Rink |
| December 18, 2019 | Girls | (3) Norwood Mustangs at (5) Dedham Marauders | Noble & Greenough School |
| December 18, 2019 | Boys | (3) Revere/Malden Patriots at (5) Somerville Highlanders | Veterans Memorial Rink |
| December 18, 2019 | Boys | (2) Silver Lake Lakers at (2) Plymouth North Eagles | Armstrong Arena |
| December 18, 2019 | Girls | (4) Medfield Warriors at (2) Dover-Sherborn/Hopkinton Raiders | Blackstone Valley Ice Arena |
| December 18, 2019 | Boys | (8) Danvers Falcons at (1) Saugus Sachems | Kasabuski Arena |
| December 18, 2019 | Girls | (1) Leominster Blue Devils at (6) Concord-Carlisle Patriots | Edge Sports Center |
| December 18, 2019 | Boys | (2) Barnstable Red Hawks at (5) Xaverian Hawks | Canton Ice House |
| December 18, 2019 | Girls | (4) Plymouth Blue Eagles at (3) Quincy/North Quincy Red Raiders | Quincy Youth Arena |
| December 18, 2019 | Boys | (3) Bishop Fenwick Crusaders at (1) Archbishop Williams Bishops | Canton Sportsplex |
| December 18, 2019 | Girls | (0) Wellesley Raiders at (1) Austin Prep Cougars | Matthews Arena |
| December 18, 2019 | Boys | (7) Medford Mustangs at (1) Everett Crimson Tide | Allied Veterans Rink |
| December 18, 2019 | Boys | (5) King Philip Warriors at (0) Coyle & Cassidy Warriors | Raynham IcePlex |
| December 18, 2019 | Boys | (10) Lincoln-Sudbury Warriors at (2) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 18, 2019 | Boys | (1) Algonquin Titans at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| December 18, 2019 | Girls | (5) Braintree Wamps at (0) Milton Wildcats | Ulin Memorial Rink |
| December 18, 2019 | Boys | (4) Nashoba Wolves at (4) Groton-Dunstable Crusaders | Groton School Rink |
| December 18, 2019 | Boys | (0) Amherst-Pelham Hurricanes at (3) Wahconah Warriors | Pittsfield Boys & Girls Club |
| December 18, 2019 | Boys | (4) Longmeadow Lancers at (1) Westfield Bombers | Amelia Park Rink |
| December 18, 2019 | Boys | (3) Walpole Timberwolves at (1) Needham Rockets | Babson Skating Center |
| December 18, 2019 | Boys | (1) East Longmeadow Spartans at (3) Auburn/Millbury Rockets
Dana Willard Memorial Tournament |
Horgan Skating Arena |
| December 18, 2019 | Boys | (1) Newton North Tigers at (7) Framingham Flyers | Loring Arena |
| December 18, 2019 | Girls | (1) Bishop Feehan Shamrocks at (9) Weymouth Wildcats | Connell Memorial Rink |
| December 18, 2019 | Girls | (7) Canton Bulldogs at (0) Stoughton Black Knights | Asiaf Skating Arena |
| December 18, 2019 | Boys | (2) Mount Everett Eagles at (4) Drury Blue Devils | Vietnam Veterans Memorial Rink |
| December 18, 2019 | Boys | (0) North Reading Hornets at (4) Triton Vikings | Graf Rink |
| December 18, 2019 | Boys | (1) Latin Academy Dragons at (4) St. John Paul II Lions | Hyannis Youth and Community Center |
| December 18, 2019 | Boys | (1) Waltham Hawks at (4) Billerica Indians | Hallenborg Memorial Pavilion |
| December 18, 2019 | Boys | (3) Littleton/Bromfield Tigers at (4) Lunenburg/Ayer-Shirley Blue Knights | Wallace Civic Center |
| December 18, 2019 | Boys | (2) Beverly Panthers at (4) Swampscott Big Blue | Rockett Arena |
| December 18, 2019 | Boys | (7) Dennis-Yarmouth, CC Tech, CC Academy Dolphins at (3) Wareham/Carver Vikings | Gallo Arena |
| December 18, 2019 | Boys | (3) North Quincy Red Raiders at (1) Pembroke Titans | Hobomock Arena |
| December 18, 2019 | Boys | (4) Leominster Blue Devils at (6) Wachusett Mountaineers | NorthStar Ice Sports |
| December 18, 2019 | Boys | (1) Norton Lancers at (3) Medfield Warriors | Pirelli Veterans Arena |
| December 18, 2019 | Boys | (3) Falmouth Clippers at (1) Bridgewater-Raynham Trojans | Bridgewater Ice Arena |
| December 18, 2019 | Girls | (1) Medford/Malden Mustangs at (2) Winthrop Vikings | Larsen Rink |
| December 18, 2019 | Boys | (3) Milton Wildcats at (3) Braintree Wamps | Zapustas Arena |
| December 18, 2019 | Boys | (2) Wayland Warriors at (9) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| December 18, 2019 | Boys | (5) Sandwich Blue Knights at (3) Taunton Tigers | Aleixo Arena |
| December 18, 2019 | Boys | (11) Winthrop Vikings at (1) Lynn Jets | Connery Memorial Arena |
| December 18, 2019 | Boys | (4) Somerset Berkley Raiders at (1) Apponequet/Old Colony Lakers
Prenda Cup (day 1) |
Driscoll Arena |
| December 18, 2019 | Boys | (4) Andover Golden Warriors at (6) Hingham Harbormen | Pilgrim Arena |
| December 18, 2019 | Boys | (3) Hopedale / Milford Blue Raiders at (0) Grafton Gators | Buffone Arena |
| December 18, 2019 | Boys | (2) Bedford Bucs at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 18, 2019 | Girls | (1) Watertown Raiders at (9) Arlington Spy Ponders | Ed Burns Arena |
| December 18, 2019 | Boys | (3) BC High Eagles at (1) Saint John's Shrewsbury Pioneers | New England Sports Center |
| December 18, 2019 | Girls | (2) Burlington Red Devils at (7) Winchester Red & Black | O'Brien Arena |
| December 18, 2019 | Girls | (1) Auburn Rockets at (1) Oakmont Spartans | Cadillac Ice Arena |
| December 18, 2019 | Boys | (3) Tri-County Cougars at (5) South Shore Voc-Tech Vikings | Rockland Arena |
| December 18, 2019 | Boys | (4) Concord-Carlisle Patriots at (2) Lowell Red Raiders | Tsongas Center |
| December 18, 2019 | Girls | (4) Westwood Wolverines at (2) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| December 18, 2019 | Boys | (3) Scituate Sailors at (4) Plymouth South Panthers | Armstrong Arena |
| December 18, 2019 | Boys | (3) Shrewsbury Colonials at (3) Canton Bulldogs | Canton Ice House |
| December 18, 2019 | Boys | (4) Duxbury Dragons at (0) Quincy Presidents | Quincy Youth Arena |
| December 18, 2019 | Boys | (1) Westwood Wolverines at (2) Dedham Marauders | Noble & Greenough School |
| December 18, 2019 | Boys | (1) Old Rochester/Fairhaven Bulldogs at (4) Nantucket Whalers | Nantucket Ice Skating Rink |
| December 18, 2019 | Boys | (6) Marblehead Magicians at (2) Peabody/Salem Tanners | McVann-O'Keefe Skating Rink |
| December 18, 2019 | Boys | (2) Nauset Warriors at (0) Stoughton/Brockton Knight Boxers | Asiaf Skating Arena |
| December 18, 2019 | Boys | (8) Fitchburg Red Raiders at (0) Gardner/Murdock Wildcats | Veterans Arena |
| December 18, 2019 | Girls | (7) Matignon Warriors at (0) Archbishop Williams Bishops | Canton Sportsplex |
| December 18, 2019 | Girls | (0) Stoneham Spartans at (6) Belmont/Watertown Marauders | Skip Viglirolo Rink |
| December 18, 2019 | Boys | (1) Mansfield Hornets at (4) Bishop Feehan Shamrocks | New England Sports Village |
| December 18, 2019 | Boys | (1) North Middlesex Patriots at (7) Worcester/Leicester Wildcats
Dana Willard Tournament |
Horgan Skating Arena |
| December 18, 2019 | Boys | (0) Mashpee/Monomoy Monarchs at (3) Greater New Bedford Vo-Tech Bears | Hetland Arena |
| December 18, 2019 | Girls | (1) Lincoln-Sudbury Warriors at (1) Tewksbury/Methuen Red Rangers | Methuen High School Rink |
| December 18, 2019 | Boys | (1) Blue Hills Warriors at (5) Southeastern/Bristol-Plymouth Hawks | Raynham IcePlex |
| December 18, 2019 | Boys | (4) Arlington Catholic Cougars at (2) Mount St. Charles (R.I.) | Adelard Arena |
| December 18, 2019 | Boys | (3) Martha's Vineyard Vineyarders at (3) Attleboro Blue Bombardiers | New England Sports Village |
| December 18, 2019 | Girls | (7) Waltham Hawks at (0) Central Catholic Raiders | Salem Ice Center |
| December 18, 2019 | Girls | (3) Falmouth Clippers at (0) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 18, 2019 | Girls | (5) Boston Latin Wolfpack at (0) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| December 18, 2019 | Boys | (4) Agawam Brownies at (4) South Hadley/Granby Tigers | Fitzpatrick Rink |
| December 18, 2019 | Boys | (4) Oakmont/Narragansett Spartans at (4) St. Peter Marian Guardians | Worcester Ice Center |
| December 18, 2019 | Girls | (2) Masconomet Chieftains at (1) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| December 18, 2019 | Girls | (3) Pembroke Titans at (2) Hanover Hawks | Connell Memorial Rink |
| December 18, 2019 | Boys | (1) Newton South Lions at (3) Dracut/Tyngsboro Middies | Ice Center Rink |
| December 18, 2019 | Girls | (2) Nantucket Whalers at (11) Dennis-Yarmouth Dolphins | Tony Kent Arena |
| December 18, 2019 | Girls | (3) Framingham Flyers at (6) Newton North/South Tigers | John A. Ryan Arena |
| December 18, 2019 | Girls | (2) King Philip Warriors at (1) Franklin Panthers | Pirelli Veterans Arena |
| December 18, 2019 | Boys | (0) Dover-Sherborn/Weston Raiders at (2) Holliston Panthers | Loring Arena |
| December 18, 2019 | Boys | (0) Pentucket Panthers at (5) Newburyport Clippers | Graf Rink |
| December 18, 2019 | Boys | (1) Cardinal Spellman Cardinals at (4) St. Joseph Prep The Phoenix | Warrior Ice Arena |
| December 16, 2019 | Boys | (2) Acton-Boxboro Revolution at (4) Central Catholic Raiders | Ice Center Rink |
| December 16, 2019 | Girls | (1) Concord-Carlisle Patriots at (5) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| December 16, 2019 | Boys | (5) Somerset Berkley Raiders at (1) Greater New Bedford Vo-Tech Bears | Hetland Arena |
| December 16, 2019 | Girls | (0) Natick Red Hawks at (6) Shrewsbury Colonials | NorthStar Ice Sports |
| December 16, 2019 | Boys | (7) Tewksbury Redmen at (1) Chelmsford Lions | Chelmsford Forum |
| December 16, 2019 | Girls | (3) Stoughton Black Knights at (5) Wayland/Weston Warcats | MacDowell Ice Arena |
| December 16, 2019 | Boys | (1) Bishop Feehan Shamrocks at (4) King Philip Warriors | Foxboro Sports Center |
| December 16, 2019 | Boys | (1) Drury Blue Devils at (5) South Hadley/Granby Tigers | Fitzpatrick Rink |
| December 16, 2019 | Boys | (0) Apponequet/Old Colony Lakers at (4) Bishop Stang Spartans | Hetland Arena |
| December 16, 2019 | Girls | (4) Beverly/Danvers/Ipswich Panthers at (1) Brookline Warriors | Hennessey Rink |
| December 16, 2019 | Girls | (2) Westwood Wolverines at (1) Barnstable Red Hawks | Hyannis Youth and Community Center |
| December 16, 2019 | Girls | (2) Duxbury Dragons at (4) Arlington Spy Ponders | Ed Burns Arena |
| December 16, 2019 | Girls | (3) Central Catholic Raiders at (5) Auburn Rockets | Horgan Skating Arena |
| December 16, 2019 | Girls | (1) Medford/Malden Mustangs at (5) Belmont/Watertown Marauders | Skip Viglirolo Rink |
| December 16, 2019 | Boys | (1) Dighton-Rehoboth/Seekonk Falcons at (3) Attleboro Blue Bombardiers | New England Sports Village |
| December 16, 2019 | Boys | (4) Assabet Aztecs at (2) Northbridge Rams | New England Sports Center |
| December 16, 2019 | Boys | (5) Minuteman Mustangs at (9) St. Peter Marian Guardians | Worcester Ice Center |
| December 16, 2019 | Boys | (4) Cambridge Rindge & Latin Falcons at (0) Wellesley Raiders | Wellesley Sports Center |
| December 16, 2019 | Girls | (0) Martha's Vineyard Vineyarders at (5) Old Rochester Bulldogs | Tabor Academy |
| December 16, 2019 | Girls | (1) Dover-Sherborn/Hopkinton Raiders at (2) Cambridge Rindge & Latin Falcons | Blackstone Valley Ice Arena |
