Central Village Historic District

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 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.

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.

Quinebaug Lake State Park is a public recreation area covering 181 acres (73 ha) in the town of Killingly, Connecticut. The state park offers opportunities for fishing and non-motorized boating on Wauregan Reservoir. The park is managed by the Connecticut Department of Energy and Environmental Protection.

The Dorrance Inn, also known as the Samuel Dorrance House, is a historic former inn at 748 Plainfield Pike in Sterling, Connecticut built about 1722. It is notable as a place that hosted officers of the French Army in 1781 and 1782, as it was along the march route taken by French commander Rochambeau's troops on their march to meet the Continental Army under General George Washington. Dorrance's Inn is one of a few places mentioned by name in multiple accounts written by French officers. The building was listed on the National Register of Historic Places in 2002 and is a contributing building in the Sterling Hill 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 Canterbury Center Historic District is a historic district in Canterbury, Connecticut. The district is centered on the town green (Canterbury Green), located at the junction of Route 169 (North and South Canterbury Roads) and Route 14 (Westminster Road). It has been the town center since 1705, and includes a fine assortment of 18th and early 19th-century architecture. It was listed on the National Register of Historic Places (NRHP) in 1998.

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.

Old Furnace State Park is a public recreation area adjacent to Ross Pond State Park in the town of Killingly, Connecticut. The state parks covers 367 acres (149 ha), sits at an elevation of 390 feet (120 m), and is open year-round for hiking, hunting, and fishing. It is located east of Interstate 395, south of U.S. Route 6 and north of Connecticut Route 695. The park is the site of a former iron furnace. It was established as a town park in 1909 before being transferred to the state in 1918.

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