Hubbardston was sympathetic to Shays Rebellion and one of the leaders of the rebellion, Captain Adam Wheeler, was from Hubbardston. Eighty men from the town marched to Worcester under Wheeler's command and took control of the courthouse to protest the widespread foreclosures and seizures of property by creditors that occurred during the cash poor 18th century.

The community is described by historians as being a poor town, sparsely settled and almost wholly agricultural, but having sawmills, potash works and cottage industries such as the making of palm leaf hats. By the 19th century, dairy and berry farming and market gardening were major pursuits in the town, and immigrants from Ireland, French Canada, England, Sweden and Russian Finland had moved into town to work with earlier settlers. Even in 1940, Hubbardston had a rural population of 55.9%, the second highest in the county.

Hubbardston Massachusetts is located in Central Massachusetts, bordered by Gardner and Westminster on the northeast, Princeton and Rutland on the southeast, Barre on the southwest, and Phillipston and Templeton on the northwest. Hubbardston is 19 miles northwest of Worcester and 56 miles northwest of Boston.

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