[2] The school's administrative offices are in a colonial revival house originally called Glen Holme, designed by architect Ehrick Rossiter for industrialist William Leslie Van Sinderen (1856–1909) and completed in 1898.

[7] During the 1990s, Devereux Glenholme was successful in instituting staff training that resulted in significant reductions in its use of physical restraints and time-outs, in spite of an increase in the severity of behavioral symptoms among its students.

In May 2009, the school received media attention when it broke ground for a new arts center and held an auction fundraiser with the support of James Marsden and Jessica Biel.

[13][14] Vanity Fair, Barneys New York and Weinstein Co. celebrated Silver Linings Playbook in support of the Glenholme School on Wednesday February 20, 2013 as part of pre-Oscar week in Los Angeles.

[15][16] Russell and Parenthood producer Jason Katims assisted in another New York City Fundraiser to benefit the school's scholarship fund in October 2013, enlisting the support of actress Natalie Dormer.

[18] Russell and Dascha Polanco returned to Glenholme's New York City fundraiser in 2016 to support the cause and honor Joe Hall, President of Ghetto Film School.

[19][20] Glenholme also receives local media attention for campus activities including annual events such as Grandparents' Day,[21] Alumni Day,[22] Boarding Recognition Week,[23] Canine Collection,[24] guest presenters including Ally Del Monte, who spoke with students about bullying in October 2015,[25] and Krista Weltner, who discussed harnessing the strength of her learning disability to complete an MFA in the Puppet Arts Program at the University of Connecticut,[26] as well as various community service efforts including a fundraiser by the school's culinary program,[27] traditional food drives,[28] promoting tourism and the arts,[29] and the honoring of American heroes in conjunction with Wreaths Across America every December.