This large brick Federal period house in Chester, Vermont, was built in 1803 and is said to have been a stop on the Underground Railroad. The large residence was built for Amos Heald (1767-1849), who was born in Concord, Massachusetts, and when just a boy of nine years, Amos witnessed the Battle of Concord kicking off the American Revolution. In about 1777, his father, Daniel Heald, moved the family to Chester, Vermont, which was then named New Flemstead, to escape the conflict. Daniel Heald acquired land near the Williams River and built a large Federal style home. He later deeded his son, Amos, land on which he too would build a residence. Amos Heald lived in this brick home and served in many positions in town until his death. The estate was bequeathed to his son, Amos Heald Jr. (1804-1873), who also served in the town offices. Locals state that Amos would shelter escaped enslaved people from the south on their way north to Canada. After his death, his son Prescott took over the property and built a wood-frame addition off the rear stables and barns, which became the town clerk’s office during his tenure, as well as the office for his insurance business. Sometime in the 19th century, the house was renovated with the addition of porches, and later, the building became the Weathervane Inn.