- Feb 19 - Drury Boys Get Balanced Scoring in Senior Night Win
Scott McGuire Jr. scored 20 points, and five Blue Devils finished in double figure as the Drury boys basketball team beat Pittsfield, 85-66, on Senior Night on Wednesday.
- Feb 07 - Sanogo Leads Taconic to Win over Pittsfield
The Taconic boys basketball team Friday beat Pittsfield, 66-58.
- Feb 04 - Pittsfield Boys Get Needed Win on Senior Night
La’Quan Brown was deadly from downtown, and his fellow seniors had a big night as the Pittsfield boys basketball team topped Hoosac Valley, 73-49, on Tuesday.
- Jan 27 - Huban Scores 36 to Lead Wahconah Past Pittsfield
The Wahconah boys basketball team Monday bounced back from a loss to knock off Pittsfield on the road.
- Jan 21 - 3-Pointers Key for Pittsfield in Win over Lenox
The Pittsfield boys basketball team beat Lenox, 63-57.
- Jan 14 - Craig Jackson Leads Pittsfield Boys to Win at Hoosac Valley
Craig Jackson scored 20 points Tuesday to lead the Pittsfield boys basketball team to victory.
- Jan 10 - Holyoke Boys Outwork Pittsfield for Win
The Holyoke boys basketball team outrebounded Pittsfield by 12 en route to a 79-67 win on Friday night.
- Jan 08 - Isaac Percy's 35 Lift Taconic Boys in City Rivalry Game
The Taconic boys basketball team Tuesday beat Pittsfield at home.
- Jan 04 - Brown Scores 28 to Lead Monument Mountain Past Pittsfield
Dion Brown scored 28 points Saturday to lead the Monument Mountain boys basketball team to a 97-72 win over Pittsfield.
- Jan 02 - Paris, Mounties Rally Past Pittsfield
Derek Paris scored 27 points Thursday to lead the Mount Greylock boys basketball team to a comeback win over Pittsfield.
- Dec 27 - Jackson, Brown Lead Pittsfield Boys Past Tantasqua
La’Quan Brown hit four 3-pointers in a pivotal third-quarter Friday as the PIttsfield boys basketball team came from behind to earn a 70-66 overtime win over Tantasqua.
- Dec 19 - Pittsfield's Brown, Moorer Shine in Win over Mount Anthony
The Pittsfield boys basketball team Thursday beat Mount Anthony in the Pittsfield Hoop Club Holiday Classic.
- Dec 14 - Jackson, Harley Key Pittsfield to Win over Mahar
The Pittsfield boys basketball team Saturday beat Mahar at the Pioneer Valley Tipoff in Amherst.
- Dec 13 - Pittsfield Boys Drop Nail-Biter to Doherty
Doherty’s Zach Taylor hit a big 3-pointer in the final minute to give his team a 51-48 win over Pittsfield in a back-and-forth season opener for the Generals on Friday night.