A big THANK YOU to all of our families for making the start of the 2023-24 school year so GREAT!

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Getting Around

Windham Southeast Supervisory Union is located in the southeast corner of Vermont, with Western Massachusetts immediately to our south, and New Hampshire just across the Connecticutt River to our east. Interstate 91 provides quick access north to ski areas and south to more urban centers –  Northampton MA (40 minutes), Springfield MA (1 hour), and Hartford, CT (2 hours). Amtrak’s Vermonter rail service provides daily stops in Brattleboro.

Green Divider

About Our Schools

Windham Southaeast Supervisory Union includes three elementary schools in the town of Brattleboro – Academy School (K-6), Oak Grove School (preK-6), and Green Street School (K-6), and four outlying town elementary schools – Dummerston School (preK-8), Guilford Central School (preK-6), Putney Central School (preK-8), and Vernon Elementary School (K-6). All K-6 schools send students to Brattleboro Area Middle School for 7th and 8th grade, and all 9th-12th graders attend Brattleboro Union High School. Total enrollment in WSESU is about 2500 students preK-12, with Academy School our largest elementary school with about 350 students. Class sizes at the elementary level are generally about 20 students or fewer.


Outdoor Learning

School Snapshot Data

WSESD Commitment to social justice

About our region

Brattleboro, Vermont is a charming and historic town located in the southeastern part of the state. Here are some interesting attractions to living in the Brattleboro area:

  • Outdoor Recreation: The Brattleboro area is surrounded by beautiful mountains, forests, and rivers, making it a great destination for outdoor enthusiasts. There are numerous opportunities for hiking, biking, skiing, snowshoeing, kayaking, and fishing in the area. Brattleboro is host to the annual Harris Hill Ski Jump – an international competition.
  • Cultural Events: Brattleboro has a vibrant arts community and hosts numerous cultural events throughout the year, including the annual Brattleboro Literary Festival, the Strolling of the Heifers Parade, the Brattleboro Music Center-sponsored Northern Roots  Festival, and the Brattleboro Film Festival. Nearby Marlboro, Vermont is home to the internationally-recognized Marlboro Music Festival
  • Farmer’s Markets: Brattleboro is home to several farmer’s markets that offer fresh, locally-grown produce and handmade crafts. The Brattleboro Area Farmer’s Market and the West River Farmers Market are popular options.
  • Museums: The Brattleboro Museum & Art Center showcases contemporary art and hosts rotating exhibits. The Estey Organ Museum celebrates the history of the Estey Organ Company, which was based in Brattleboro.
  • The Brattleboro Music Center, and the New England Youth Theater provide additonal opportunities to practice and share music, dance, and theater.
  • Maple Syrup: Vermont is also famous for its maple syrup, and the Brattleboro area has several maple syrup producers that offer tours and tastings. Try visiting places like Hidden Springs Maple, Robb Family Farm, or Maple Leaf Sugaring.

Overall, the Brattleboro area offers a diverse range of attractions and experiences that make it a great place to live for those who enjoy the outdoors, culture, and small-town charm.