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Boys

Date Time Level Opponent Location Result Type
Sep 1, 2026 7:00 PM Varsity Westwood High School with 3 others Westwood High School Flahive Field S
Sep 4, 2026 7:00 PM Varsity Stoughton High School† Milton High School Brooks Field Turf S
Sep 5, 2026 12:00 PM Sub-Varsity Xaverian Brothers High School Xaverian Brothers High School Varsity Stadium Normal
Sep 10, 2026 5:00 PM Sub-Varsity Marshfield High School Marshfield HS Community Track & Field Normal
Sep 10, 2026 7:00 PM Varsity Marshfield High School† Milton High School Brooks Field Turf L 25-42 N
Sep 18, 2026 6:00 PM Varsity Natick High School Natick High School Multipurpose Turf Field W 35-22 L
Sep 19, 2026 9:30 AM Sub-Varsity Natick High School† Milton High School Brooks Field Turf Normal
Sep 19, 2026 11:00 AM Sub-Varsity Natick High School† Milton High School Brooks Field Turf Normal
Sep 25, 2026 7:00 PM Varsity Diman Reg Voc/Tech High School† Milton High School Brooks Field Turf W 40-0 L
Sep 26, 2026 9:00 AM Sub-Varsity Westwood High School Westwood High School Multi-Purpose Field Normal
Sep 26, 2026 12:00 PM Sub-Varsity Diman Reg Voc/Tech High School Diman Reg Vo-Tech. HS Atlantis Charter School Canceled
Sep 26, 2026 3:00 PM Sub-Varsity TBA† Milton High School Brooks Field Turf Canceled
Oct 2, 2026 7:00 PM Varsity Acton-Boxborough† Milton High School Brooks Field Turf W 35-14 L
Oct 3, 2026 10:00 AM Sub-Varsity Acton-Boxborough† Milton High School Brooks Field Turf W 12-0 Normal
Oct 3, 2026 10:00 AM Sub-Varsity TBA† Milton High School Brooks Field Turf Normal
Oct 3, 2026 10:00 AM Sub-Varsity Randolph High School Randolph HS Football Field Normal
Oct 9, 2026 6:30 PM Varsity Needham High School Needham - Memorial Field HS Turf W 38-7 L
Oct 10, 2026 10:00 AM Sub-Varsity Needham High School† Milton High School Brooks Field Turf Normal
Oct 10, 2026 12:00 PM Sub-Varsity Needham High School† Milton High School Brooks Field Turf Normal
Oct 16, 2026 7:00 PM Varsity Walpole High School† Milton High School Brooks Field Turf L 0-21 L
Oct 17, 2026 9:00 AM Sub-Varsity Walpole High School Walpole High School Turco Field (turf) Normal
Oct 17, 2026 10:00 AM Sub-Varsity Taunton High School† Milton High School Brooks Field Turf Normal
Oct 22, 2026 4:00 PM Sub-Varsity Franklin High School Franklin High School FHS Pisini Stadium Normal
Oct 23, 2026 7:00 PM Varsity Franklin High School† Milton High School Brooks Field Turf W 41-6 L
Oct 24, 2026 12:00 PM Sub-Varsity Franklin High School Franklin High School FHS Pisini Stadium Normal
Oct 29, 2026 7:00 PM Varsity Weymouth High School Weymouth HS Stadium W 27-20 L
Oct 31, 2026 9:00 AM Sub-Varsity Weymouth High School Weymouth HS Stadium Normal
Oct 31, 2026 1:00 PM Sub-Varsity Weymouth High School† Milton High School Brooks Field Turf Normal
Nov 7, 2026 10:00 AM Sub-Varsity Needham High School† Milton High School Brooks Field Turf Normal
Nov 7, 2026 12:00 PM Sub-Varsity Needham High School† Milton High School Brooks Field Turf Normal
Nov 7, 2026 12:00 PM Sub-Varsity Needham High School† Milton High School Brooks Field Turf L
Nov 26, 2026 10:00 AM Varsity Braintree High School† Milton High School Brooks Field Turf L