fall cup championship Past champions

2009 – Gross – Cohasset CC (Acushnet River Valley)
- Net – CC of New Bedford
2010 – Gross – Woodland CC (The Club at New Seabury)
- Net – Presidents GC
2011 – Gross – Cohasset CC (The Meadow at Peabody)
- Net – The Captains GC & Wenham CC
2012 – Gross – Plymouth CC (Wedgewood Pines CC)
- Net – Charter Oak CC
2013 – Gross – TPC of Boston (LeBaron Hills CC)
- Net – Charter Oak CC
2014 – Gross – Marshfield CC (Pocasset GC)
- Net – TPC Boston
2015 – Gross – Crumpin-Fox Club (CC of Halifax)
- Net – William J. Devine GC #1
2016 – Gross – TPC Boston (TPC Boston)
- Net – Charter Oak CC
2017 – Gross – Acushnet River Valley GC (Ocean Edge Resort & GC)
- Net – Framingham CC
2018 – Gross – Presidents GC (Willowbend)
- Net – Walpole CC
2019 – Gross – TPC Boston (Cape Cod National GC)
- Net – Oakley CC
2020 – Gross – TPC Boston & Sagamore Spring GC (The Ridge Club)
- Net – The Captains GC #2
2021 – Gross – Pocasset GC & Presidents GC #1 (Thorny Lea GC)
- Net – Wahconah CC
2022 – Gross – TPC Boston (Renaissance)
- Net – Walpole CC #2
2023 – Gross – Oakley Country Club (Shaker Hills CC)
- Net – Scituate Country Club