Dickinson Estate Historic District

The School for International Training, widely known by its initials SIT, is a private non-profit regionally-accredited institution headquartered in Brattleboro, Vermont, United States. The institution has two main divisions. SIT Graduate Institute administers a wide range of internationally-focused master's degree programs as well as a Doctor of Education degree in Global Education. SIT Study Abroad administers undergraduate study abroad programs which combine field-based experiential learning with academic research or internship opportunities. SIT is accredited by the New England Commission of Higher Education. The school itself is a unit of World Learning, a non-profit international development and education organization that began in 1932 as an international exchange program called the Experiment in International Living.

Naulakha, also known as the Rudyard Kipling House, is a historic Shingle Style house on Kipling Road in Dummerston, Vermont, a few miles outside Brattleboro. The house was designated a National Historic Landmark in 1993 for its association with the author Rudyard Kipling (1865–1936), who had it built in 1893 and made it his home until 1896. It is in this house that Kipling wrote Captains Courageous, The Jungle Book, The Day's Work, and The Seven Seas, and did work on Kim and The Just So Stories. Kipling named the house after the Naulakha Pavilion, situated inside Lahore Fort. The house is now owned by the Landmark Trust, and is available for rent.

The United States Navy Seabees Bridge is a through-steel two-hinged arch bridge over the Connecticut River located between Brattleboro, Vermont, and Chesterfield, New Hampshire. It carries the Franklin Pierce Highway, New Hampshire Route 9, which connects to Vermont Route 9 on the Vermont side. It runs parallel to the Justice Harlan Fiske Stone Bridge which it replaced, but which has been retained as a pedestrian and bicycle bridge.

The Windham-3-3 Representative District is a one-member state Representative district in the U.S. state of Vermont. It is one of the 108 one or two member districts into which the state was divided by the redistricting and reapportionment plan developed by the Vermont General Assembly following the 2000 U.S. Census. The plan applies to legislatures elected in 2002, 2004, 2006, 2008, and 2010. A new plan will be developed in 2012 following the 2010 U.S. Census. The Windham-3-3 District includes the parts of the Windham County town of Brattleboro not included in Windham-3-1 or Windham-3-2. As of the 2000 census, the state as a whole had a population of 608,827. As there are a total of 150 representatives, there were 4,059 residents per representative (or 8,118 residents per two representatives). The one member Windham-3-3 District had a population of 3,816 in that same census, 5.99% below the state average.

The Scott Farm Historic District encompasses a historic farm property at 707 Kipling Road in Dummerston, Vermont. Developed between about 1850 and 1915, Scott Farm is a well-preserved farm and orchard complex of that period. It was listed on the National Register of Historic Places in 2001.

The New England Center for Circus Arts (NECCA) is a non-profit circus school based in Brattleboro, Vermont. As of 2016, the School reported 6,000 students.Originally in the Old Cotton Mill, in Brattleboro, the school moved into a new custom-built facility at 10 Town Crier Dr in 2017, which includes an 8,600 square foot Trapezium. The new facility required a 2.5 million dollar capital campaign, and was designed by Turner Brooks Architects. The school had been growing continuously since its inception in 2007. The school was founded by Serenity Smith Forchion and Elsie Smith.

Harris Hill Ski Jump is a ski jump in Brattleboro VT. The event hosts annual ski jumping competitions. The original jump was built in 1922, and was closed for renovation in 2005. The jump was reopened in 2009 after a $600,000 renovation.The jump is designed around the international standards for ski jumps, reaching an Olympic-calibre 90 meter length. The jump has hosted 9 national championships and the Olympic Qualifier events.

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 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.

Dummerston is a town in Windham County, Vermont, United States. The population was 1,865 at the 2020 census. It is home to the longest covered bridge still in use in Vermont. Its borders include three main villages: Dummerston Center, West Dummerston, and East Dummerston.

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.

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.