Woodbury Historic District No. 1

The town of Woodbury was settled by colonists in 1673, having purchased its land from the Potatuck people. The early settlement was made along a long-standing Native American trail, now roughly followed by Main Street. It was incorporated in 1674, and was the mother town for several surrounding communities, achieving its present municipal bounds by 1807. It was a prosperous agricultural community in the 18th and early 19th century, the period to which much of the town center's architecture dates.^[2]

The historic town center stretches for about Two Miles along Main Street, with branching elements along some of the Side Streets. Its Northernmost extent is Flanders Road, and its Southern End is at Old Sherman Hill Road. In an area of more than 200 acres (81 ha), there are 161 historically significant buildings. About half were built before 1830, including thirteen that were built before 1740. The oldest buildings, houses and barns, date to the 1680s. The Glebe House, built in 1740, is also historically important as the site of an early foundational meeting of the Episcopal Church. There are nine churches in the district, including three Federal style buildings erected before 1820. The visually most prominent is the Roman Catholic church, which was built in 1902.^[2]

• Woodbury Historic District No. 2, located along Main Street south of the commercial area
• National Register of Historic Places listings in Litchfield County, Connecticut