Roseland Cottage

Woodstock Academy (WA), founded in 1801, is a high school located in Woodstock, Connecticut, United States. The Academy, which describes itself as an independent school, serves residents from the Connecticut towns of Brooklyn, Canterbury, Eastford, Pomfret, Union, and Woodstock. The respective towns' taxpayers pay student tuition through municipal taxes, and therefore state agencies and the National Center for Education Statistics (NCES) categorize Woodstock as a public school. The school also accepts tuition-paying students from surrounding towns and states as day students, and students from around the country and the world as residential students.

The Woodstock Academy Classroom Building is a historic school building on Academy Road in the Woodstock Hill village of Woodstock, Connecticut. Built in 1873, it is the oldest standing building on the campus of the Woodstock Academy, which was founded in 1802, and is a prominent example of Italianate school architecture. The building was listed on the National Register of Historic Places in 1984.

The Woodstock Hill Historic District is a historic district encompassing the historic village center of Woodstock, Connecticut. It is centered on the Woodstock Green, extending south from there toward the junction of Connecticut Route 169 and Plaine Hill Road. Major buildings in the district include the 1821 Congregational Church, the buildings of Woodstock Academy (of which its 1873 classroom building stands overlooking Woodstock Green), and Roseland Cottage, a National Historic Landmark that is one of the nation's finest Gothic Revival summer houses. The district was listed on the National Register of Historic Places in 1999.Woodstock was settled in 1686 by English colonists from Roxbury in the Massachusetts Bay Colony, and was known as New Roxbury until 1690, when it was incorporated as Woodstock. The early settlers occupied the ridge along which Plain Ridge Road now runs, and the area now occupied by the green, Congregational church, and adjacent cemetery were set aside for those purposes by the first arrivals. The present church is the third to stand on the site; the first was completed in 1691. Woodstock Academy was founded in 1802, and the town center benefited from the philanthropy of Henry Chandler Bowen. Bowen was a descendant of one of the town's first settlers, and was a successful New York businessman. He summered at Roseland Cottage, and was a major philanthropic force in the village in the late 19th century, sponsoring elaborate Fourth of July celebrations, and helping fund the 1873 academy building.

The Matthew Bowen Homestead, also once known as the Plaine Hill Farm, is a historic house at 94 Plaine Hill Road in Woodstock, Connecticut. It is now the Inn at Woodstock. Built in 1816, it is a prominent and well-preserved example of a Federal period farmstead, with a long history of association with the locally prominent Bowen family. The property was listed on the National Register of Historic Places in 1987.

South Woodstock is a village and census-designated place (CDP) in Woodstock, Windham County, Connecticut, United States. The population was 1,291 at the 2010 census.It is notable as the former home of the now-defunct Annhurst College.

Quasset Lake is a census-designated place (CDP) in the southeast part of the town of Woodstock in Windham County, Connecticut, United States, surrounding a lake of the same name. (Federal topographic maps use the name "Wappaquasset Pond".) It is bordered to the east by South Woodstock. Quasset Lake was first listed as a CDP prior to the 2020 census.

The Rectory School is an independent, coeducational, junior boarding (5–9) and day school (K–9) in Pomfret, Connecticut. The school was founded by the Rev. Frank H. Bigelow in 1920. It has expanded to 138 acres (0.56 km2), 26 buildings, 250 students, and 65 faculty members as of 2017. Rectory's campus is located on Connecticut Route 169, immediately north of the Pomfret School.

The Pomfret Street Historic District is a historic district roughly along Pomfret Street (Route 169), from Bradley Road to Woodstock Road in Pomfret, Connecticut, United States. The district represents the core of the village of Pomfret Center. The district "is a picturesque and unique exemplar of Connecticut's resort and country estate period. No other town in the state contains such an impressive and cohesive ensemble of stylish summer houses, the major contributors to a district that is further enhanced by the quality of its well-integrated institutional architecture and the exceptional integrity of its historic setting.": sec.8, p.1 The district was added to the National Register of Historic Places in 1998. It includes 160 contributing buildings and two other sites.The district is over 380 acres and has an irregular shape. It is about two miles long.The district contains two private schools. The Rectory School is a junior boarding school founded in 1920. Its main building is a converted house, built in 1792, once belonging to Col. Thomas Grosvenor (1744-1825). It has a large addition and alterations by Thomas Skelton Harrison (1837-1919), designed by Guy King of Philadelphia. The campus includes other houses, including Brittain House c.1800, and Marion Harvey/Harrison Deal House, by Guy King c.1900. Pomfret School was founded in 1894 on the estate of Charles Grosvenor. It now includes brick Georgian and Colonial Revival buildings built during the first decade of the 20th century, designed by New York architect Ernest Flagg, including the Romanesque 1908 Clark Chapel. Architect Howard Hoppin (1854-1940) designed several buildings in the district, including guest houses for George Lothrop Bradley (1848-1906) on his estate called Rathlin: Hope Cottage, Harry Cottage, Howard Cottage, Lothrop Cottage, and alterations to Stilleben and Darius Cottages. Hoppin also designed the Joseph Washington Clark (1810-1892) house called La Plaisance in 1888, Oberthal (later Southover) for Dr. Frederick Windle Chapin, a house for Joseph Clark's daughter, Mrs. Courtland Hoppin, now Robinson House, the school's admissions office. He also designed Christ Church and its adjacent rectory. The Ben Grosvenor Inn grounds and outbuildings are in the district, but the Inn itself was demolished in 1960. Remaining buildings include Orchard Cottage and Olive Cottage, now used as dormitories by Pomfret School. The Colman estate house dates from 1928. Notable properties in the district include: Most Holy Trinity Church, 1887, moved to its current location at Pomfret Street and Deerefield Road in 1973 Pomfret School's Admissions Building, Mrs. Courtland Hoppin, c.1888, moved north from its original site c.1899 Pomfret School's Headmaster's House, built by Charles Grosvenor (1839-1922) as Eastover c.1896, as an Inn Pomfret School's Clark Chapel, Ernest Flagg 1907/8 Pomfret School's School House, Ernest Flagg 1906/7 Pomfret School's four brick dormitories, Dunworth, Pontefract, Plant & Bourne, and the campus plan, by Ernest Flagg. Thomas Hubbard House Grosvenor Inn Cottages, 29 and 33 Grosvenor Road Joseph W. Clark Estate House, La Plaisance, c.1888 Coleman Estate House, 1928 Christ Church Episcopal, 1881, and Rectory, <1886. Bradley Estate's Hope Cottage, c.1882 Bradley Estate's Howard Cottage, c.1882 Bradley Estate's Harry Cottage, c. 1882

Pomfret School is an independent, coeducational, college preparatory boarding and day school in Pomfret, Connecticut, United States, serving 350 students in grades 9 through 12 and post-graduates. Located in the Pomfret Street Historic District, the average class size is 12 students with a student–teacher ratio of 6:1. Over 80% of faculty hold master's degrees or doctorates. Typically, 40% of students receive financial aid or support from over 60 endowed scholarship funds (see Endowed scholarships), 20% are students of color, 21% are international students.The school opened on October 3, 1894, founded by William E. Peck and his wife Harriet.

The Captain Seth Chandler House is a historic house in the East Woodstock section of Woodstock, Connecticut. With a construction history dating to 1760, it has a number of unusual features and form for a rurally sited house of that period, including unusually fine stonework in the chimney and stencilled plaster. The house was listed on the National Register of Historic Places in 1993.

Putnam High School (abbreviated as PHS) is a public high school in Putnam, Connecticut, United States.

The Hezekiah S. Ramsdell Farm was a historic farm in Thompson, Connecticut. It was located on what was once known as Ramsdell Road, but is now a hiking trail on the lands surrounding West Thompson Reservoir. The property was made famous by a standoff between the United States Army Corps of Engineers (USACE) and Alice Ramsdell, the feisty owner of the property who refused to leave after USACE acquired it by eminent domain as part of a flood control project in the 1960s. The dispute, highlighted by an incident in which Mrs. Ramsdell supposedly met government officials holding a shotgun, was ended when the government acquiesced to her demand to stay on the property. The farm was added to the National Register of Historic Places in 1990.