October 6, 2025 @ 4:00 pm - 6:00 pm Varsity vs Danbury @ Wakeman turf, 4 pm (Pink Out game); JV vs Danbury @ Wakeman E, 4 pm; Frosh @ Danbury, 4 pm
October 9, 2025 @ 4:00 pm - 6:00 pm Varsity, JV @ St. Joseph, 4 pm; Frosh vs TBD @ Wakeman E, 4 pm St. Joseph High School 2320 Huntington Turnpike, Trumbull, CT, United States
October 12, 2025 @ 5:00 pm - 8:00 pm Quiz Night, 5 to 8 pm, Staples cafeteria; All players, parents and friends invited!
October 13, 2025 @ 4:00 pm - 6:30 pm Varsity, JV @ Westhill, 4 pm; Frosh vs. Westhill @ Wakeman E, 4:30 pm Westhill High School 125 Roxbury Road, Stamford, CT, United States
October 16, 2025 @ 4:00 pm - 6:00 pm Varsity vs Ridgefield @ Wakeman turf, 4 pm; JV vs Ridgefield @ Wakeman E, 4 pm; Frosh @ Ridgefield, 4 pm
October 20, 2025 @ 3:30 pm - 5:30 pm FCIAC quarterfinals @ Wakeman, 3:30 pm: #2 Staples vs. #7 Norwalk
October 31, 2025 @ 2:00 pm - 4:00 pm State LL tournament 1st round: Staples vs. Trumbull, 2 pm @ Wakeman
November 16, 2025 @ 3:30 pm - 5:30 pm State tournament final: Staples vs. Greenwich, @ Trinity Health Stadium, Hartford Trinity Health Stadium, Hartford 25 Huyshope Avenue, Hartford, CT, United States
