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Trail races in South Shore (2026-27)

5 upcoming trail races in South Shore in the next 12 months. The next is Womp Romp on Saturday October 24 in Norwell.

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• Sat24Oct

  Womp Romp

  Sat Oct 24 · 8:00 AM · Norwell · South Shore

  10 miles50KTrail

  Reg. closed
• Sat24Oct

  Pumpkin Pacer 5k @ White Barn Farm

  Sat Oct 24 · 9:00 AM · Wrentham · South Shore

  5KTrail

  from $35Goes up Oct 23
• Sun25Oct

  Powisset Farm Trail Run - Fall

  Sun Oct 25 · 8:00 AM · Dover · South Shore

  1.5 miles5K5.6 miles8.3 milesTrail

  from $20
• Sun25Oct

  The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

  Sun Oct 25 · 9:30 AM · Berkley · South Shore

  5KTrail

  from $10
• Thu26Nov

  Turkeywacker 5K

  Thu Nov 26 · 8:30 AM · Wrentham · South Shore

  5KTrail

  from $25Goes up Nov 25