The Baseball Circuit

Little League Title Leaders

Little League® Baseball division · ages 10–12

Which Berkshire County leagues have won the most, all-time. 55 district titles and 7 state titles across 2 leagues.

Little League–chartered programs only. Cal Ripken and Babe Ruth leagues run their own separate tournaments, which aren't included here — 1 such leagues in this directory can't appear on this board, and their absence says nothing about how they've done.

All New EnglandMassachusettsConnecticutRhode IslandNew HampshireVermontMaine
All countiesBarnstableBerkshireBristolDukesEssexFranklinHampdenHampshireMiddlesexNantucketNorfolkPlymouthSuffolkWorcester
Rank by:State titlesDistrict titles
  1. 1

    Pittsfield Little League

    Pittsfield, MA · Berkshire County · last title 2026

    7 ★50 district
  2. 2

    Adams Cheshire Little League

    Adams, MA · Berkshire County · last title 2004

    5 district

★ marks state titles; Connecticut also runs a section round between district and state, shown separately. Little League Baseball division (ages 10–12), from published district champion records going back to the 1950s. Only leagues matched to a directory listing appear here — a title whose team couldn't be confidently matched is recorded but not attributed. If your league's record is missing or wrong, use Request Update on its page.