Harris Hill Ski Jump

Brattleboro is a census-designated place (CDP) corresponding to the densely populated core of the town of Brattleboro in Windham County, Vermont, United States. The population was 8,289 at the 2000 census.

The Brattleboro Retreat is a private not-for-profit mental health and addictions hospital that provides comprehensive inpatient, partial hospitalization, and outpatient treatment services for children, adolescents, and adults. Located just north of downtown Brattleboro, Vermont, United States, the Retreat is situated on approximately 300 acres of land along the Retreat Meadows inlet of the West River. Founded in 1834, the retreat was "the first facility for the care of the mentally ill in Vermont, and one of the first ten private psychiatric hospitals in the United States". It is considered a pioneer in the field of mental health care in the United States. The retreat is a member of the Ivy League Hospitals. More than 600 acres of the campus, including most of its buildings, were listed on the National Register of Historic Places in 1984.

The Deacon John Holbrook House is a historic building at 80 Linden Street in Brattleboro, Vermont. Built in 1825 for prominent local businessman John Holbrook, it is a high-quality example of Federal period architecture. It was listed on the National Register of Historic Places in 1982. It now houses professional offices.

Brooks Memorial Library is a public library in the municipality of Brattleboro, Vermont. The library was founded in 1887. The current head librarian is Starr LaTronica who joined the library in December 2015. The library is part of the Catamount Library Network, which provides a unified library system for over a dozen Vermont libraries.

Estey Organ Company was an organ manufacturer based in Brattleboro, Vermont. The company was founded in 1852 by Jacob Estey, who bought out another Brattleboro manufacturing business. At its peak, the company was one of the world's largest organ manufacturers, employed about 700 people, and sold its high-quality items as far away as Africa, Great Britain, Australia, and New Zealand. Estey built around 500,000 to 520,000 pump organs between 1846 and 1955. Estey also produced pianos, made at the Estey Piano Company Factory in New York City.

The Arthur D. and Emma J. Wyatt House is a historic house at 125 Putney Road (United States Route 5) in Brattleboro, Vermont. Built in 1894, it is one of the state's finest examples of a mature Shingle style residence. It was listed on the National Register of Historic Places in 2005.

Brattleboro (), originally Brattleborough, is a town in Windham County, Vermont, United States. The most populous municipality abutting Vermont's eastern border with New Hampshire, which is the Connecticut River, Brattleboro is located about 10 miles (16 km) north of the Massachusetts state line, at the confluence of Vermont's West River and the Connecticut. As of the 2020 Census, the population was 12,184. There are satellite campuses of three colleges in Brattleboro: Community College of Vermont, Union Institute and University, and Vermont Technical College. Locate in Brattleboro are the New England Center for Circus Arts, Vermont Jazz Center, and Brattleboro Retreat, a mental health and addictions center.

Brooks House, also known as the Hotel Brooks, is an historic building located at the corner of Main Street and High Street in downtown Brattleboro, Vermont. It was built in 1871 and designed by the architectural firm of E. Boyden & Son of Worcester, Massachusetts in the provincial Second Empire style for George Brooks, to replace a previous hotel on the site which had burned down. When it was completed, the luxury hotel had 80 rooms which were lavishly furnished. It was added to the National Register of Historic Places in 1980.

The Canal Street–Clark Street Neighborhood Historic District encompasses a compact 19th-century working-class neighborhood of Brattleboro, Vermont. Most of its buildings are modest vernacular wood-frame buildings, erected between 1830 and 1935; there are a few apartment blocks, and one church. The district was listed on the National Register of Historic Places in 1993.

The Latchis Hotel and Theatre (orig. the Latchis Memorial Building) is an art deco building in Brattleboro, Vermont first built in 1938. The building is one of only two extant Art Deco buildings in Vermont. The building is run by the Brattleboro Arts Initiative, a local non-profit.The building was constructred as a memorial to Demetrius P. Latchis, a Greek immigrant who became an important businessman in Brattleboro, by his sons. Latchis had built a business which ran fourteen theatres throughout New England. The interior include murals and other artwork with Greek mythology, which was created by Hungarian muralist Louis Jambor. The building also includes terrazzo flooring. The building was designed so that it could include a hotel, theatre, ballroom, restaurant, bar, and other business spaces. The architect for the building was S. Wesley Haynes.Though a successful business through the 60s, the business slumped in the 70s. In 1985, two children of the original brothers revitalized the hotel. They sold the hotel in 2003 to a local non-profit, the Brattleboro Arts Initiative, created for maintaining the building, bought the hotel for 1.3 million dollars. The money included both local and federal grants. The building suffered considerable damage in 2011, during Hurricane Irene, but was reopened later that year. The building was further restored in 2013, after a half-million dollar fundraising campaign. Since the covid crisis they've introduced private movie rentals and still play big name films. In addition, they rent the smaller theaters out for video game playing. An entire family can play MarioKart on the big screen.

The Homestead–Horton Neighborhood Historic District encompasses a small turn-of-the-20th century neighborhood area in Brattleboro, Vermont. Located on a portion of Canal Street and all of Horton and Homestead Places, the district includes a significant number of Queen Anne Victorians, as well as the Italianate home of Jacob Estey, proprietor of the Estey Organ Company, one of the city's larger employers. The district was listed on the National Register of Historic Places in 2009.

WINQ (1490 AM; "WINK Country") is a radio station licensed to serve Brattleboro, Vermont. The station is owned by the Monadnock Broadcasting Group subsidiary of Saga Communications and licensed to Saga Communications of New England, LLC. WINQ simulcasts the country music programming of Keene, New Hampshire sister station WINQ-FM. The station had previously been assigned the WKVT call letters by the Federal Communications Commission. WKVT was part of a network of progressive talk stations throughout the northeastern United States that are owned by Saga Communications (others including WNYY in Ithaca, New York, WHMP in Northampton, Massachusetts, WHNP in East Longmeadow, Massachusetts and WHMQ in Greenfield, Massachusetts); these, in turn, were among the last progressive talk stations still on the air in early 2017. Because of the migration of most progressive talk shows to off-air platforms, Saga announced plans to begin dropping the format in February 2017; WNYY was the first to change, followed by WHNP, with most of the other stations in the network likely to follow.On May 30, 2018, WKVT dropped its syndicated programming, including Stephanie Miller and Thom Hartmann, and began to carry the country music programming of Keene-based WINQ; WKVT's local morning drive time program, Green Mountain Mornings, was retained following the format change. The station changed its call sign to WINQ on June 19, 2018. Green Mountain Mornings, which was hosted by Olga Peters, was cancelled in December 2018.