Jabez Bacon House

The Glebe House is a historic house museum at 49 Hollow Road in Woodbury, Connecticut. Built about 1740, it is a prominent local example of Georgian colonial architecture. It is also important as the site of the first Episcopal Church election in the United States.It was added to the National Register of Historic Places in 1971. It is open for regular tours between May and October, and by appointment.

The Woodbury Historic District No. 1 encompasses the linear town center of Woodbury, Connecticut. Extending along two miles of Main Street (United States Route 6), from Flanders Road in the north to Old Sherman Hill Road in the south, the district represents an architectural cross section of the town history, from the late 17th century to the present. It was added to the National Register of Historic Places on March 11, 1971.

The David Sherman House is a historic house on Middle Quarter Road in Woodbury, Connecticut. Built about 1760, it is a well-preserved example of Colonial architecture. In 1781, David Sherman is reported to have hosted a ball for officers of the French Army of the Comte de Rochambeau during their march across Connecticut. The house was listed on the National Register of Historic Places in 2002.

The Woodbury Historic District No. 2 encompasses a linear rural-residential area of southern Woodbury, Connecticut. It extends along the town's Main Street (United States Route 6), from the town line with Southbury in the south to the South Pomperaug Avenue junction in the north. It contains some of the town's finest examples of 18th and early 19th-century residential architecture. It was listed on the National Register of Historic Places in 1972.

Woodbury is a town in Litchfield County, Connecticut, United States. The town is part of the Naugatuck Valley Planning Region. The population was 9,723 at the 2020 census. The town center, comprising the adjacent villages of Woodbury and North Woodbury, is designated by the U.S. Census Bureau as the Woodbury Center census-designated place (CDP). Woodbury was founded in 1673. The center of Woodbury is distinctive for its mile-long stretch of older buildings lining both sides of the road. The public buildings in the National Register Historic District include the First Congregational Church (1818), the Old Town Hall (1846), the United Methodist Church, the St. Paul's Episcopal Church (1785), and the North Congregational Church (1816). The most eye-catching of the public buildings is the Masonic Temple (1839). It is a modest, clapboard, Greek Revival temple, notable less for its architecture than for its dramatic location, situated atop a high cliff accessed by a long flight of steps (there is a modern road at the rear). It is visible from a distance and is especially dramatic at night, when it is illuminated by spotlights. The Woodbury Temple echoes the many temples of the Greek world that were perched at the edge of high places from which they could be seen from miles around and from far out at sea. Originally, the many historic houses on the street were residential. In the late twentieth century they were occupied by a series of antique shops. Woodbury is often referred to as Connecticut's antiques capital.Woodbury is one of the two towns in Litchfield County, along with Bethlehem, served by the area code 203/area code 475 overlay.

The Hotchkissville Historic District is a historic district in the town of Woodbury, Connecticut, that was listed on the National Register of Historic Places in 1995. The district encompasses most of the historic village of Hotchkissville, which is centered at the junction of Washington and Weekeepeemee roads. The village began as a dispersed rural agricultural community, but developed in the 19th century with the arrival of industry, primarily the manufacture of textiles. Despite this, the village has retained a significantly rural character, and includes a broad cross-section of 18th- and 19th-century architectural styles.

The Leroy Anderson House is a historic house at 33 Grassy Hill Road in Woodbury, Connecticut. It is a Mid-Century Modern house, built in 1953 for the noted American composer Leroy Anderson and his wife Eleanor. It is now owned by the Leroy Anderson Foundation, and is occasionally opened to the public for tours. It was listed on the National Register of Historic Places in 2012.

Nonnewaug High School is a public school in Woodbury, Connecticut, United States, which serves the towns of Woodbury and Bethlehem, Connecticut. It is part of Regional School District #14. Before 1970, students in the district attended Woodbury High School, which has now become the middle school. The school houses the Ellis Clark Regional Agri-Science and Technology Center, which draws students from additional surrounding areas. Nonnewaug serves approx 750 students, around a third of which are from the agriscience program. The name "Nonnewaug" comes from a local Native American Chief. The word, originally Nunnaw-auke, means “dry land".

The Southbury Historic District No. 1 encompasses a well-preserved 19th-century village landscape along Main Street North (United States Route 6) in Southbury, Connecticut. This area includes the historic town center of Southbury, and is part of a larger streetscape extending into neighboring Woodbury, where it continues in the Woodbury Historic District No. 2. The district was listed on the National Register of Historic Places in 1971.

The Minortown Road Bridge is a historic lenticular pony truss bridge in northeastern Woodbury, Connecticut. It spans the Nonewaug River, connecting U.S. Route 6 (US 6) to Minortown Road and Mill Road. Built in 1890 by the Berlin Iron Bridge Company, it is one a small number of surviving lenticular truss bridges in the state. It was listed on the National Register of Historic Places in 2001.

Heritage Village is a census-designated place (CDP) in the town of Southbury in New Haven County, Connecticut, United States. The population was 3,736 at the 2010 census.

Pomperaug High School (PHS) is a public high school in Southbury, Connecticut. It is part of Regional School District 15 which serves Southbury in addition to Middlebury.