The Westover School is an independent preparatory day and boarding school for girls in Middlebury. Plans for the school’s quadrangle were completed in 1907 by Theodate Pope for Mary Hillard, Westover‘s first headmistress, who had sought to establish a school west and over the hill from Waterbury. The building was completed and opened in 1909. Designed in the Colonial Revival style, to harmonize with other structures around Middlebury Green, the Westover School building features a hexagonal cupola above the central entrance pavilion, with a Gothic chapel projecting on the east end of the structure and the cottage-like quarters of the headmistress on the west. In 1916, Theodate added Virginia House, an art and music studio, to the Westover campus.

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Westover School (1909)

4 thoughts on “Westover School (1909)

  • May 26, 2010 at 3:14 pm
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    What a great school for troubled teen girls. Its always exciting to see growth and help for young teens and this boarding school looks like it has a lot of potential. i hope you guys are very successful and dedicate yourselves to helping these teen girls with there issues. Good luck and give it all you got.

  • June 27, 2010 at 12:53 am
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    Westover is NOT a school for troubled girls. It is one of the most competitive schools to get into. I applied with 650 other girls, only for them to have accepted 52. You have to be smart, involved and prepared to go here. As a student here, I have met so many wonderful, extremely smart and even more talented girls from around the world. Trust me, none of us have troubles.

  • October 8, 2010 at 4:45 pm
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    ohhh snap…

  • January 5, 2012 at 12:52 am
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    …and it’s *their issues, Dekker.

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