September 29 @ 4:00 pm - 7:00 pm Varsity @ Fairfield Ludlowe, 5 pm; JV @ Fairfield Ludlowe, 4 pm; Frosh vs Fairfield Ludlowe @ Wakeman E, 4 pm Fairfield Ludlowe High School 785 Unquowa Rd., Fairfield, United States
October 3 @ 4:00 pm - 6:00 pm Varsity vs Trumbull @ Wakeman turf, 4 pm (Senior Day); JV vs Trumbull @ Wakeman E, 4 pm; Frosh @ Trumbull, 4 pm
October 6 @ 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 @ 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 @ 5:00 pm - 8:00 pm Quiz Night, 5 to 8 pm, Staples cafeteria; All players, parents and friends invited!
October 13 @ 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 @ 4:00 pm - 6:00 pm Varsity vs Ridgefield @ Wakeman turf, 4 pm; JV vs Ridgefield @ Wakeman E, 4 pm; Frosh @ Ridgefield, 4 pm
November 16 @ 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
December 7 @ 5:00 pm - 8:00 pm Banquet, honoring state champion varsity, and undefeated JV and freshman teams — Patterson Club, 5 pm
