Canterbury Center Historic District

The Canterbury Female Boarding School, in Canterbury, Connecticut, was operated by its founder, Prudence Crandall, from 1831 to 1834. When townspeople would not allow African-American girls to enroll, Crandall decided to turn it into a school for African-American girls only, the first such in the United States. The Connecticut legislature passed a law against it, and Crandall was arrested and spent a night in jail, bringing national publicity. Community violence forced Crandall to close the school. The episode is a major incident in the history of school desegregation in the United States. The case Crandall v. State was "the first full-throated civil rights case in U.S. history.... The Crandall case [in which a key issue was whether blacks were citizens: 144 ] helped influence the outcome of two of the most fateful Supreme Court decisions, Dred Scott v. Sandford in 1857[] and...Brown v. Board of Education in 1954.": xi 

The Prudence Crandall Museum is a historic house museum, sometimes called the Elisha Payne House for its previous owner. It is located on the southwest corner of the junction of Connecticut Routes 14 and 169, on the Canterbury, Connecticut village green. It is designated a U.S. National Historic Landmark as Prudence Crandall House.

March Route of Rochambeau's Army: Old Canterbury Road is a historic site in Plainfield, Connecticut along the 1781 and/or 1782 march routes of Rochambeau's army. It includes a stretch of what is now Old Canterbury Road and a stretch of Canterbury Road (Connecticut Route 14A) whose environs evoke the period of the Rochambeau army's march. It is a 2-acre (0.81 ha) site that was listed on the National Register of Historic Places in 2003.

Canterbury is a town in Windham County, Connecticut, United States. The town is part of the Northeastern Connecticut Planning Region. The population was 5,045 at the 2020 census.

March Route of Rochambeau's Army: Manship Road-Barstow Road is a historic site in Canterbury, Connecticut that was listed on the National Register of Historic Places in 2003, for its evocation of the march route French commander Rochambeau's troops in 1781 and in 1782. It is significant as a preserved section of the march route which, in this area, is followed by what is now Connecticut Route 14. This section, however, is a bypassed loop of road, cut off by a road realignment in the 1930s, and therefore without traffic and not modernized. The section is approximately 1,400 feet of bypassed loop of road, on the north side of the main road, along Manship Road and Barstow Road, starting from a junction of the loop with Manship Road and running to Westminster Road. It is paved road about 20 feet wide, plus a margin to stone walls lining the road. The designated area is about 50 to 55 feet wide, extending to the walls. The National Register nomination of 2001 includes six photos of narrow roadway, stone walls, and the one house along this section. The house is itself historical, dating from about the 1840s, and adds rather than detracts from the historical feel.Rochambeau's troops marched through here in June, 1781, and found the road along this general area to be the most difficult along their whole journey. Although the road has been paved, the visual appearance is still evocative of passage of troops.Other preserved sections of the route nearby include March Route of Rochambeau's Army: Old Canterbury Road (about 2 miles (3.2 km) to the east, along Route 14 through Canterbury then straight on 14A, Canterbury Road) and March Route of Rochambeau's Army: Palmer Road (an approximately 2,000-foot (610 m) stretch about 3 miles (4.8 km) to the west along Route 14). Multiple other properties whose association with Rochambeau's route is known were also considered for listing on the National Register in a 2001 study.

The Jonathan Wheeler House is a historic house on North Society Road in Canterbury, Connecticut. Built c. 1760, it has features unusual for its time, including end chimneys and a center-hall plan. The use of brick in this part of rural Connecticut is also unusual for the period. The house was listed on the National Register of Historic Places in 1982.

The Plainfield Woolen Company Mill is a historic mill building on Main Street in Plainfield, Connecticut. Built in 1901, the building played a vital role in revitalizing the local economy, which was stagnating at the time. It remained the site of active textile manufacturing until 1984. The building is a visually distinctive landmark in the community, in part because of its unusual monitor roof. The building was listed on the National Register of Historic Places in 1985. It has been converted into condominia.

The Central Village Historic District is a historic district in the Central Village area of Plainfield, Connecticut that was listed on the National Register of Historic Places (NRHP) in 1991. It encompasses a late 19th-century historic mill village, including a small commercial center where Connecticut Route 12 and 14 meet, a cluster of architecturally distinguished buildings built by mill owners and managers, and a collection of mill worker housing units. It includes the Plainfield Woolen Company Mill, which is separately listed, as well as archaeological remnants of other mill infrastructure. It also includes Plainfield's old town hall (built 1872) and high school (built 1924). Other architecturally prominent buildings include the c. 1855 Italianate mansion of mill owner Arthur Fenner, and the 1845 Greek Revival Congregational Church.The area that is now Central Village was a typical agricultural area until 1814, when a consortium of locals built a small cotton mill on the banks of the Moosup River. This enterprise gradually expanded, with the owners building housing for the mill workers, creating a small village. In 1845 the Central Manufacturing Company, then the village's largest employer, built a brick mill. The village's growth was encouraged by the arrival of the railroad in 1839, which was run midway between two mill locations. The cotton mills declined in the late 19th century, but its economy was propped up by other industries until the early 20th century, when the Plainfield Woolen Company revived the textile industry, building the principal surviving mill building.

The Millridge Manor is a historic 22-room mansion located at Moosup, Connecticut that has recently been renovated and restored to its former 1920s appearance. The mansion was built in 1880 for textile mogul and financier Floyd Cranska and rebuilt and remodeled to a French Chateau by his son Lucius B. Cranska in 1927. The Millrige Manor is now operated as an elegant Wedding and event venue. Hosting many events in the historic gardens.

Plainfield High School is located in Central Village, Connecticut.

Wauregan is a village located in the northwestern corner of the town of Plainfield, Connecticut in the United States. Originally a mill village, Wauregan was established around a cotton mill powered by the Quinebaug River. Wauregan and West Wauregan, across the Quinebaug in the town of Brooklyn, together comprise the Wauregan census-designated place, with a population of 1,205 at the 2010 census.A 90-acre (360,000 m2) portion of the original village area is listed as a historic district, the Wauregan Historic District, encompassing structures that are directly related to the economic and social activities of the mill. The district was listed on the National Register of Historic Places in 1979. Extant buildings in the Wauregan historic district include the Wauregan Mill, an H-shaped building built from local fieldstone; James Atwood's home; the two boarding houses; the company store; and over one hundred workers' houses. Architectural styles represented include Greek Revival and Late Victorian architecture.

The Brooklyn Fair is an annual agricultural fair held in Brooklyn, Connecticut, for the first time in 1809. It is considered the oldest agricultural fair in the United States.The fair is organized by the Windham County Agricultural Society