Regulators came mostly from the hill towns, far from the commercial centers near the rivers.  They covered the distances from town to town mostly on foot, even in winter.

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Excerpt of Samuel Lewis' 1795 map of Massachusetts

This sketch by Ezra Stiles shows the movements of the government's army, let by General Benjamin Lincoln, and the people's force under Shays, Day and Parsons, during the climactic two weeks from January 23 to February 4.

Stiles map-Lincoln movements in Massachu

Ezra Stiles, February 7, 1787: Campaign of General Benjamin Lincoln