Dr. Holbrook's Military School
Dr. Holbrook's Military School, c. 1900
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| Type | Private |
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| Active | 1864–1915 |
| Location | Briarcliff Manor, New York |
| Campus |
25 acres (10 ha) |
 Holbrook's Military School
Location of Dr. Holbrook's Military School
Holbrook's Military School
Location of Dr. Holbrook's Military School
Holbrook's Military School
Location of Dr. Holbrook's Military School
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| Coordinates | 41°09′11″N 73°51′01″W / 41.152944°N 73.850194°WCoordinates: 41°09′11″N 73°51′01″W / 41.152944°N 73.850194°W |
25 acres (10 ha)
Dr. Holbrook's Military School was a military academy and boarding school for boys. The school was located in the town of Ossining and overlooked the Hudson River. After the 1906 annexation of Scarborough by the village of Briarcliff Manor, Holbrook's became part of the village within Ossining.
The school was founded in 1864 as Mr. Tracy's School. In 1866, after David A. Holbrook purchased the school, it became known as Dr. Holbrook's Military School. The school ran until 1915, after which it was used in World War I as a field hospital and headquarters to a New York Guard regiment. From 1919 until at least 1927, the school served as the Teachers College Country Club.
And so the end of October found the regiment in comfortable
quarters, more secure than ever before, its lines weakened by
the ravages of influenza and its hospitals crowded to capacity,
but fighting unhampered and with hope. On the big football
field on the flat to the east of the headquarters buildings the
pigskin thumped merrily after work hours, and in the early
mornings the Headquarters Company and patients found plenty
of room for their callisthenics. Baths, lights, steam-heat, and such
comforts as the men who had served with the regiment from its
first days had never dreamed of, made life worth while.
Saint Denis Institute was said to have occupied the land prior to the school. It was founded in 1864 as Mr. Tracy's School, a seminary for young women on a 10-acre (4.0 ha) estate. In 1866, Reverend David A. Holbrook, PhD, purchased the school and turned it into a boys' school and enlarged it to 25 acres (10 ha), and it had 60 students.
After Holbrook's death in December 1898, Dr. Holbrook's sons Dudley and Henry became involved with running the school. They were joined in 1899 by their brother Dwight, and ran the school until its closure as Holbrook's Preparatory School for Boys. When it closed in 1915 the school had 80 students.
Shortly after the school's closure, in 1917, events in World War I had led the New York Guard's First Provisional Regiment (1,500 men operating under Colonel John B. Rose) to guard the Croton Aqueduct. Captain Charles W. Baldwin, Chaplain of the regiment and Rector of Saint Mary's Episcopal Church in Scarborough and also in present-day Briarcliff Manor, had arranged a deal with V. Everit Macy, then the owner of the school estate, for free use of the campus and buildings for until three months after the war's end.
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