• Mar 02 - Castillo, Pittsfield Move on in Division 3
  Harolyn Castillo Monday scored 16 points and pulled down eight rebounds to lead the second-seeded Pittsfield girls basketball team to a 48-22 win over Tewksbury in the Division 3 State Tournament Sweet 16.
• Feb 27 - Pittsfield Shuts Down Tantasqua in Tournament Opener
  Second-seeded Pittsfield outscored the 31st-seeded visitors, 28-0, in the second quarter to erase a seven-point deficit and went on to a 67-31 win.
• Feb 18 - South Hadley Catches Pittsfield in Closing Minute
  The South Hadley girls basketball team Wednesday took its first lead of the night with less than a minute to go and held on for a 58-57 win over Pittsfield in the title game of the Western Massachusetts Class B Tournament.
• Feb 13 - Pittsfield Returns to Final to Defend its Title
  Pittsfield forced 17 turnovers in the first quarter – 10 with its full-court pressure – in building a 22-7 lead.
• Feb 11 - Pittsfield Rolls over Bulldogs in Class B Quarters
  Madison Stetz had a double-double with 14 points and 12 boards, and Harolyn Castillo scored 10 points for the Generals.
• Feb 09 - Pittsfield Doubles Up Longmeadow
  Kyana Summers posted a double-double, and the Pittsfield girls basketball team beat Longmeadow, 63-28, to finish the regular season on a five-game winning streak on Monday.
• Feb 06 - Pittsfield Girls Rout Taconic
  Harolyn Castillo scored 18 points and pulled down 10 rebounds to lead Pittsfield to a 77-30 win in front of a big crowd in the first half of a girls-boys double-header.
• Feb 04 - Pittsfield Tops Wahconah
  Caprese Conyers scored 28 points Wednesday to lead the Pittsfield girls basketball team to a 76-48 win over Wahconah.
• Feb 02 - Generals Storm Past Hamp with Suffocating Defense
  Bre’Jai Ellerbee and Caprese Conyers each scored 19 points, and the Pittsfield girls basketball team Monday used a 19-0 third-quarter run to pull away for a 64-47 win over Northampton.
• Jan 29 - Generals Avenge Loss to Minnechaug, Get 10th Win
  Bre’jai Ellerbee scored 15 points on five 3-pointers Thursday to lead the Pittsfield girls basketball team to a 50-33 win over Minnechaug.
• Jan 24 - Castillo Joins 1,000-Point Club for Pittsfield
  ittsfield High’s Harolyn Castillo Saturday scored her 1,000th career point in a loss to Minnechaug.
• Jan 22 - Springfield Central Edges Pittsfield
  Harolyn Castillo led all scorers with 16 points and was credited with seven rebounds. Caprese Conyers added 12 points for Pittsfield.
• Jan 21 - Pittsfield Gets OT Win on the Road
  Caprese Conyers Wednesday scored 18 points, including three in overtime, to lead the Pittsfield girls basketball team to a 55-53 win over Frontier.
• Jan 18 - Pittsfield Girls Knock Off Scarsdale in Hoophall Final
  Caprese Conyers Sunday scored 26 points to lead the Pittsfield girls basketball team to a 54-45 win over Scarsdale, N.Y., in the championship round of their Hoophall Invitational bracket.
• Jan 17 - Pittsfield Stifles Connecticut Squad at Hoophall
  Caprese Conyers Saturday scored 20 points to lead the Pittsfield girls basketball team to a 54-24 win over Glastonbury, Conn., in the Hoophall Invitational at Central High School.
• Jan 15 - Generals Bounce Back Against South Hadley
  Kyana Summers scored 20 points, grabbed 13 rebounds, swiped the ball eight times and passed out four assists in the win.
• Jan 13 - Pittsfield Girls Fall at Central
  Giavanna Mars scored 22 points Tuesday to lead the Springfield Central girls basketball team to a 68-60 win over Pittsfield.
• Jan 08 - Northampton Girls Deal Pittsfield First Loss
  Emme Calkins scored 16 points Thursday to lead the Northampton girls basketball team to a 55-50 win over Pittsfield.
• Jan 02 - Castillo, Pittsfield Down Drury
  Harolyn Castillo recorded another double-double Friday to lead the Pittsfield girls basketball team to a 55-27 win over Drury.
• Dec 30 - Pittsfield Holds Off Longmeadow Late to Stay Unbeaten
  Asia Smith-Moody scored a game-high 19 points to lead the Pittsfield girls basketball team past Longmeadow on Tuesday.
• Dec 29 - Castillo Leads Pittsfield Girls Past Niskayuna
  Harolyn Castillo scored 24 points Monday to lead the Pittsfield girls basketball team to a 54-46 win over Niskayuna in the Amsterdam Holiday Showcase.
• Dec 28 - Pittsfield Wins in Upstate New York
  Harolyn Castillo had a double-double Sunday to lead the Pittsfield girls basketball team to a 65-64, overtime win over Western New York's Hornell in the Amsterdam Holiday Showcase Classic.
• Dec 19 - Pittsfield Girls Open Season with Win over South Hadley
  Caprese Conyers Friday scored 20 points and passed out five assists to lead the Pittsfield girls basketball team to a 60-53 win over South Hadley in the Generals’ season opener.