The Windham Southwest Supervisory Union is located in Southern Vermont and serves six schools and six towns within our District.

The Halifax School is a K-8^th grade school located in Halifax, Vermont. The current enrollment for the 2013-2014 school year is fifty-six total students, composed of five mixed-grade classrooms. “The success of every child is important to us and we make sure that they all get the attention that they need to succeed. We believe in your child.”  The Principal of the Halifax School is Sandra Pentak-Cohen. The Halifax School Board is a three member Board; Chairperson Homer Sumner, Paul Blais and Shelby Brimmer. The Halifax Board meets on the first Wednesday of each month.

The Readsboro Central School is a PreK-8^th grade school located in Readsboro, Vermont. The current enrollment is sixty-four total students. “Readsboro Central School Students will become lifelong learners: who will maximize their ability to learn, think and solve problems. Students will be prepared to meet their future challenges and will become responsible members of society.”  The Principal of the Readsboro School is Michael Heller. The Readsboro School Board is composed of three members: Chairperson Lawrence Hopkins, Dana Rapp and Karen Boisvert. The Readsboro Board meets every third Monday of the month.

The Stamford School is also a K-8^th grade school located in Stamford, Vermont. The current 2013-2014 enrollment is sixty-four total students.  “The Stamford Elementary School – small classes with big ideas.” Gregory Betti is the Principal and the Stamford School Board is composed of five Board Members: Chairperson Cynthia Lamore, Duncan Honig, Jessica Bugbee, James Sarkis and Nancy LeSage. The Stamford School Board meets the second Thursday of every month.

The Twin Valley Elementary School is new for the 2013-2014 school year, as part of the consolidation between Whitingham and Wilmington. It is located in Wilmington Vermont  and is a Pre-K-5^th grade school with a current enrollment for the 2013-2014 school year  of two hundred and thirty five students. "There is no significant learning without a significant relationship."   The Principal of TVES is Rebecca Fillion. The Twin Valley School Board consists of Chairperson Seth Boyd, Dennis Richter, Phil Taylor, Adam Grinold, John Doty and Aimee Reed and currently meets  on the second and fourth Tuesday of each month.

The Twin Valley Middle School is located in Whitingham, Vermont and currently shares the building with the Whitingham Elementary School. The 2012-2013 enrollment is one hundred and fourteen students in grades 6^th -8^th, with Principal Keith Lyman. TVMS “believes that Middle Grade Students should be involved in a challenging curriculum with connections to real life. These experiences should stimulate curiosity and the desire to explore, teach responsibility, and help students make sense of the world around them."  The Twin Valley School Board consists of Chairperson Seth Boyd, Dennis Richter, Phil Taylor, Adam Grinold, John Doty and Aimee Reed.  The Twin Valley Board currently meets on the second and fourth Tuesday of each month.

The Twin Valley High School is located in Wilmington, Vermont, and as part of the consolidation agreement, will be moving to the Whitingham building as a 7-12^th grade school in the near future. The Principal of TVHS is Robert Morse and the current enrollment is one hundred and fifty six 9^th-12^th grade students. “Twin Valley High School is a student centered learning environment, which respects and encourages the unique gifts within each individual...” The Twin Valley School Board consists of Chairperson Seth Boyd, Dennis Richter, Phil Taylor, Adam Grinold, John Doty and Aimee Reed.  The Twin Valley Board currently meets on the second and fourth Tuesday of each month.

The Town of Searsburg currently has twenty-one K-12^th grade students enrolled in surrounding schools. Searsburg does not operate a school, its students have school choice. Searburg has a five member School Board, Chairperson Joanne Scott, Chris Reynolds, Annette Hazel, Lisa Munsill and Sandy Gaszek. The School Board meets every month on the second Thursday.