| 2019-03-26 17:45:00March 26, 2019 |   Central Catholic vs Austin Prep | 17:45:005:45 pm | Central Catholic HS |
| 2019-03-27 04:30:45March 27, 2019 |   Phillips Exeter vs.Governor's | 5 - 7 | Governor's Academy |
| 2019-03-27 14:45:00March 27, 2019 |   Dexter School vs Waltham | 14:45:002:45 pm | Dexter Southfield |
| 2019-03-27 15:30:00March 27, 2019 |  Dexter School vs Catholic Memorial | 15:30:003:30 pm | Dexter Southfield |
| 2019-03-27 15:30:00March 27, 2019 |   Rivers vs New Hampton | 10 - 7 | Rivers School |
| 2019-03-27 15:30:00March 27, 2019 |   Shepherd Hill vs St. Peter's - Marian | 15:30:003:30 pm | Shepherd Hill Regional High School |
| 2019-03-27 15:30:00March 27, 2019 |   Thayer vs Tabor | 15:30:003:30 pm | Thayer Academy |
| 2019-03-27 15:45:00March 27, 2019 |   St. John’s Shrewsbury vs Littleton | 15:45:003:45 pm | St. Johns Shewsbury |
| 2019-03-27 16:00:00March 27, 2019 |   Gann Academy vs Chapel Hill | 16:00:004:00 pm | Gann Academy |
| 2019-03-27 16:00:00March 27, 2019 |   Noble&Greenough vs Loomis | 16:00:004:00 pm | Noble and Greenough School |
| 2019-03-27 16:00:00March 27, 2019 |   Middlesex vs Pingree | 8 - 9 | Middlesex School-Varsity |
| 2019-03-27 16:00:00March 27, 2019 |   Bishop Fenwick vs Masconomet | 16:00:004:00 pm | Donaldson Fld. @ Bishop Fenwick |
| 2019-03-27 16:30:00March 27, 2019 |   Mansfield vs Old Rochester Regional HS | 16:30:004:30 pm | Mansfield High School |
| 2019-03-27 17:00:00March 27, 2019 |   Medfield Senior High School vs Milton Academy | 17:00:005:00 pm | Medfield High School |
| 2019-03-28 15:00:00March 28, 2019 |   Westborough vs Tri-County Reg. | 15:00:003:00 pm | Westborough High School Field |
| 2019-03-28 15:30:00March 28, 2019 |   Dover-Sherborn vs Walpole | 15:30:003:30 pm | Dover-Sherborn Nora Searle Field (Turf) |
| 2019-03-28 16:00:00March 28, 2019 |   Sturgis Charter East vs Martha's Vineyard | 16:00:004:00 pm | Simpkins Field |
| 2019-03-28 16:00:00March 28, 2019 |   Saint John Paul II vs Cape Cod Academy | 16:00:004:00 pm | Sandwich Pop Warner Fld |
| 2019-03-28 16:00:00March 28, 2019 |   Bishop Stang vs Falmouth | 10 - 12 | Bishop Stang HS |
| 2019-03-28 16:00:00March 28, 2019 |  Acton-Boxborough vs Central Catholic | 12 - 2 | Acton-Boxborough High School |
| 2019-03-28 16:00:00March 28, 2019 |  Monomoy HS vs Sturgis Charter West | 16:00:004:00 pm | Monomoy Regional High School |
| 2019-03-28 16:00:56March 28, 2019 |   St. Sebastian's vs. Malvern Prep | 7 - 4 | Malvern Prep |
| 2019-03-28 16:15:00March 28, 2019 |  Algonquin vs Waltham | 16:15:004:15 pm | 9/11 Field - Southboro |
| 2019-03-28 16:30:00March 28, 2019 |   Beverly vs Burlington | 16:30:004:30 pm | Beverly HS |
| 2019-03-28 16:30:00March 28, 2019 |   Ipswich vs Melrose High School | 16:30:004:30 pm | Ipswich High School |
| 2019-03-28 16:30:00March 28, 2019 |   Marblehead vs Ham Wen | 16:30:004:30 pm | Marblehead HS |
| 2019-03-28 16:30:00March 28, 2019 |   Scituate vs Cohasset | 3 - 12 | Scituate High School |
| 2019-03-28 17:00:00March 28, 2019 |   Nantucket vs Falmouth Academy | 16 - 2 | Nantucket |
| 2019-03-28 17:00:00March 28, 2019 |   Shawsheen vs Wilmington High School | 17:00:005:00 pm | Shawsheen Valley Technical High School |
| 2019-03-28 17:00:00March 28, 2019 |   Milford vs Hudson | 17:00:005:00 pm | Milford High School |
| 2019-03-28 17:00:00March 28, 2019 |   Beaver Country Day vs Metro Lacrosse | 17:00:005:00 pm | Beaver Country Day School |
| 2019-03-28 17:30:00March 28, 2019 |   Assabet Valley Reg. vs Marlborough | 17:30:005:30 pm | Assabet Valley Voc HS Aztec Stadium |
| 2019-03-28 18:30:00March 28, 2019 |   Hanover vs Canton | 18:30:006:30 pm | Hanover High School |
| 2019-03-29 15:30:00March 29, 2019 |   AMSA Charter vs Bromfield School | 15:30:003:30 pm | Fore Kicks II Indoor & Outdoor Sports Complex |
| 2019-03-29 15:30:00March 29, 2019 |   South Shore Voke Tech vs Bishop Connolly | 10 - 5 | South Shore Regional Vocational Technical High School |
| 2019-03-29 15:30:00March 29, 2019 |   St. John’s Prep vs Wakefield | 15 - 3 | St. John's Prep Cronin Field |
| 2019-03-29 15:30:00March 29, 2019 |   Upper Cape Regional vs Bristol-Plymouth HS | 6 - 13 | Upper Cape Cod Regional Technical High School |
| 2019-03-29 16:00:00March 29, 2019 |   Southeastern Regional vs Old Colony Reg Vok/Tech HS | 20 - 13 | Southeastern Regional Vocational Technical High School |
| 2019-03-29 16:00:00March 29, 2019 |   Mashpee vs Blue Hills Regional | 13 - 8 | Mashpee |
| 2019-03-29 16:00:00March 29, 2019 |   Matignon vs Cambridge R&L | 1 - 12 | Russell Field |
| 2019-03-29 16:00:00March 29, 2019 |   North Quincy vs East Bridgewater HS | 3 - 12 | Quincy - Veteran's Memorial Stadium |
| 2019-03-29 16:00:00March 29, 2019 |   New Bedford vs Fairhaven | 8 - 17 | New Bedford |
| 2019-03-29 16:00:00March 29, 2019 |   Norwell vs Sandwich | 13 - 5 | Norwell HS |
| 2019-03-29 16:00:00March 29, 2019 |   Chelmsford vs Lexington High School | 6 - 7 | Chelmsford High School |
| 2019-03-29 17:00:00March 29, 2019 | AMSA Charter vs Bromfield School | 8 - 10 | Fore Kicks II Indoor & Outdoor Sports Complex |
| 2019-03-29 19:00:00March 29, 2019 |   Lowell vs Medford | 14 - 8 | Cawley Memorial Stadium |
| 2019-03-30 09:00:00March 30, 2019 |  Austin Prep vs Timberlane (NH) | 09:00:009:00 am | Austin Prep – Seymour Field |
| 2019-03-30 10:00:00March 30, 2019 |   Belmont High School vs Wayland | 10:00:0010:00 am | Belmont High School |
| 2019-03-30 10:00:00March 30, 2019 |   Danvers vs Newburyport | 10:00:0010:00 am | Danvers HS |
| 2019-03-30 10:00:00March 30, 2019 |   Lynnfield vs Essex Technical | 10:00:0010:00 am | Lynnfield HS |
| 2019-03-30 10:00:00March 30, 2019 |  Mansfield vs Cumberland | 10:00:0010:00 am | Mansfield High School |
| 2019-03-30 10:00:00March 30, 2019 |   North Reading vs Dracut | 10:00:0010:00 am | North Reading High School Turf |
| 2019-03-30 10:00:00March 30, 2019 |  Tantasqua Reg’l vs Shepherd Hill | 10:00:0010:00 am | Tantasqua Regional Vocational School |
| 2019-03-30 10:00:00March 30, 2019 |   Weymouth vs Hingham | 10:00:0010:00 am | Weymouth High School Turf |
| 2019-03-30 10:00:00March 30, 2019 |   Winthrop vs TBA | 10:00:0010:00 am | Winthrop - Miller Field |
| 2019-03-30 10:00:00March 30, 2019 |   Xaverian vs Belmont Hill | 8 - 13 | Xaverian High School |
| 2019-03-30 10:30:00March 30, 2019 | Austin Prep vs Hartford (VT) | 10:30:0010:30 am | Seymour Fld. @ Austin Prep |
| 2019-03-30 11:00:00March 30, 2019 |  Saint John Paul II vs Archbishop Williams | 8 - 11 | Sandwich Pop Warner Fld |
| 2019-03-30 11:30:00March 30, 2019 | Winthrop vs TBA | 11:30:0011:30 am | Winthrop - Miller Field |
| 2019-03-30 12:00:00March 30, 2019 |  Medfield Senior High School vs Roxbury Latin | 12:00:0012:00 pm | Medfield High School |
| 2019-03-30 12:00:00March 30, 2019 | Milton Academy vs Exeter Academy | 8 - 13 | Milton Academy |
| 2019-03-30 12:00:00March 30, 2019 |  Plymouth North vs TBA | 12:00:0012:00 pm | Plymouth North High School |
| 2019-03-30 12:00:00March 30, 2019 |  Andover vs TBA | 12:00:0012:00 pm | Andover - Lovely Stadium |
| 2019-03-30 13:00:00March 30, 2019 |  Acton-Boxborough vs Billerica | 7 - 5 | Acton-Boxborough High School |
| 2019-03-30 13:00:00March 30, 2019 |  Natick vs Old Rochester Regional HS | 11 - 0 | Natick High School |
| 2019-03-30 13:00:00March 30, 2019 | Sturgis Charter East vs Nantucket | 3 - 19 | Simpkins Field |
| 2019-03-30 13:00:00March 30, 2019 |   Worcester Acad vs B B & N | 5 - 18 | Worc Acad - South Campus - Morse Field |
| 2019-03-30 13:00:21March 30, 2019 |  Conestoga (PA) vs. St. Sebastian's | 6 - 12 | Conestoga High School |
| 2019-03-30 13:30:00March 30, 2019 |  Governor’s Academy vs Avon Old Farms | 10 - 14 | Holy Cross - Luth Athletic Complex |
| 2019-03-30 14:00:00March 30, 2019 |  Arlington High School vs Waltham | 5 - 9 | Arlington - Peirce Field |
| 2019-03-30 14:00:00March 30, 2019 |  Medfield Senior High School vs Moses Brown | 14:00:002:00 pm | Medfield High School |
| 2019-03-30 15:00:00March 30, 2019 |  Dexter School vs Tilton | 15:00:003:00 pm | Dexter Southfield |
| 2019-03-30 15:00:00March 30, 2019 | Middlesex vs Westminster | 9 - 15 | Middlesex School-Varsity |
| 2019-03-30 15:00:00March 30, 2019 |  Pingree vs St. Paul's | 12 - 2 | Pingree Varsity Field |
| 2019-03-30 15:00:00March 30, 2019 |   Westwood vs Newton South | 15:00:003:00 pm | Westwood High School |
| 2019-03-30 16:00:00March 30, 2019 |  Cohasset vs Bridgewater-Raynham HS | 13 - 5 | Cohasset Varsity Field |
