- Mar 03 - Pittsfield Boys See Tourney Run End on Road
The fifth-seeded Swampscott boys basketball team Thursday jumped out to a big early lead and held off a comeback by Pittsfield to earn a 73-51 win in the first round of the Division 4 State Tournament.
- Mar 01 - Pittsfield Boys Rally to Win Tourney Opener
Nick Brindle and Tobias Gaulden-Wheeler combined for 20 points in the fourth quarter to lead the Pittsfield boys basketball team to an 84-71 win over Southeastern in the preliminary round of the Division 3 state championship.
- Feb 23 - Belchertown Beats Pittsfield Boys
The Belchertown boys basketball team Wednesday erased a seven-point Pittsfield half-time lead en route to a 72-68 win.
- Feb 21 - Taconic Boys Advance Past Pittsfield
The Taconic boys basketball team Monday opened the Western Mass tournament with a win over Pittsfield.
- Feb 16 - McLaughlin, Late Foul-Shooting Lift Wahconah Boys
Patrick McLaughlin scored 24 points, and the Wahconah boys basketball team Wednesday outscored Pittsfield, 17-5, in the fourth quarter to earn a 66-55 win.
- Feb 14 - Taconic Boys Earn Narrow Win over Pittsfield
Sean Harrigan scored 20 points, and the Taconic boys basketball team overcame a fourth-quarter rally by Pittsfield to earn a 69-68 win on Tuesday night.
- Feb 10 - West Springfield Boys Top Pittsfield
The West Springfield boys basketball team Thursday outscored Pittsfield, 25-9, in the fourth quarter en route to a 70-58 win.
- Feb 09 - Wellenkamp Leads Way as Spartans Clinch Tournament Spot
The Monument Mountain boys basketball team won at Pittsfield on Wednesday night.
- Feb 07 - Pittsfield Boys Pull Away Late to Top Minnechaug
Pittsfield’s Keanu Arce-Jackson and Chase Racine combined for three 3-pointers down the stretch to help put away a 64-57 win over Minnechaug on Monday night.
- Feb 03 - Hot Start Lifts Agawam Boys Past Pittsfield
The Agawam boys basketball team Thursday jumped out to a 16-4 lead after one quarter and cruised to a 60-44 win over Pittsfield.
- Jan 26 - Green Tech Boys Down Pittsfield
Dayshaun Walton scored 19 points, and the Green Tech boys basketball team Wednesday jumped out to a 27-5 lead en route to an 84-52 victory over Pittsfield.
- Jan 24 - West Springfield Boys Top Pittsfield
The West Springfield boys basketball team Monday outscored Pittsfield by three points in the fourth quarter to hold on for a 59-53 win.
- Jan 21 - Pittsfield Boys Win Third Straight
Nick Brindle scored 17 points, and the Pittsfield boys basketball team Friday won its third straight, beating Westfield, 77-50.
- Jan 20 - Brindle Leads Generals Past Minnechaug
Nick Brindle scored 18 points, all on 3-pointers, as the Pittsfield boys basketball team Thursday earned a 60-58, come-from-behind win over Minnechaug.
- Jan 18 - Pittsfield Boys Earn Road Win in Vermont
Tobias Gaulden-Wheeler scored 16 points Tuesday to lead the Pittsfield boys basketball team to a 55-47 win over Mount Anthony Union.
- Jan 15 - Pope Francis Boys Top Pittsfield
The Pope Francis boys basketball team Saturday built a 45-21 half-time lead en route to an 84-61 win over Pittsfield.
- Jan 13 - Agawam Boys Top Pittsfield
The Agawam boys basketball team Thursday overcame a one-point half-time deficit en route to a 66-49 win over Pittsfield.
- Jan 11 - Harrington, Taconic Boys Pull Away Late Against Pittsfield
Sean Harrigan scored 24 points Tuesday to lead the Taconic boys basketball team to a 71-59 win over Pittsfield at the Boys and Girls Club.
- Dec 30 - Amherst Boys Top Pittsfield
The Amherst boys basketball team Thursday defeated Pittsfield, 57-41.
- Dec 11 - Big Run Lifts Chicopee Boys Past Pittsfield in Opener
- Nov 08 - Barnes Leads Mount Greylock in Senior Night Win
The Mount Greylock Unified Basketball team defeated Pittsfield on Monday afternoon.
- Oct 21 - Sharma Leads Mount Greylock Unified Team to Win at Pittsfield
Devika Sharma scored 22 points Friday to lead the Mount Greylock Unified Basketball team to a 46-39 win over Pittsfield in the first home game in the history of the Generals’ program.
- Oct 15 - Pittsfield Unified Program Falls in Debut at Wahconah
The Wahconah Unified Basketball team Friday beat Pittsfield in the Generals' first action of their inaugural season.