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Student Life and Experiences

“[Alumnae’] photographs and memory books…contain no assignments or themes or report cards. Preserved instead are such things as dress regulations, invitations to dine or take tea with Miss Bennett, housemothers notes praising or chiding the condition of a room, and photographs of frolics, picnics, friends - in short, the atmosphere of an era and its special good times.” - Bennett Bulletin, September 1965

With anywhere from 200 to 350 students enrolled each year and with a diverse student body that included international students to day students from Millbrook, it’s impossible to summarize a “typical” student experience at Bennett. Yet looking through student handbooks, yearbooks, and publications gives us a glimpse into some of the experiences shared by the students during the formative years of their young adult lives from dorm life to the classroom to extracurricular activities and off-campus exploration.

Admissions:

The annual Tuition, Room and Board, and Health Service Fees for students enrolled at Bennett in 1906 was $1,000, equivalent to $37,000 in 2026. Many Bennett students came from wealthy families but by the 1970s, nearly a quarter of students received financial aid and scholarships to support their attendance.

Dorm life:

“At the head of the social life of the school are the house mothers, who give all their time and thoughts to mothering.”

From the start, Bennett employed dedicated house mothers, later residence counselors, to assist students with personal and social matters outside of academics. Residential staff and a dedicated “permissions office” were also responsible for addressing interpersonal and health issues, leaves from campus, and excused absences. 

As a general rule, students shared their dorm room with a roommate, with the exception of a few day students who commuted to the campus from Millbrook and other local towns.  Meals were offered on a regular schedule in a dedicated dining hall.

In the early days of housemothers, the girls’ rooms were inspected daily and graded by the housemothers for tidiness, reminding them with little notes that only bedroom slippers might be left in view on the floor, that clothing must not be hung from the chandeliers, and of many other regulations. The housemothers also saw that each girl was in her room at “lights out” (10 pm Sunday through Thursday, 11 pm Friday and Saturday) that a student did not thereafter turn on her light to read, even if she had a sleepless night; and that she did not get up before 6:30 am. 

Weekends and Nights Out

As restrictions lifted in the 1930s and 40s, students found time for fun off-campus, traveling to New York City or neighboring schools including Yale and West Point for College Games and Weekends.

Local establishments in Millbrook like the Red Pheasant (“the Pheas”) and The Blacksmith Shop were popular eateries and students would travel farther afield to Poughkeepsie for date nights at The Viking, The Dells, or the Covered Wagon.

References:

“Dedication: For College a New Step”, Millbrook Round Table, May 12, 1966.

“Inflation Calculator.” U.S. Official Inflation Data, Alioth Finance, 3 Jun. 2026, https://www.officialdata.org/.

“Psychic Drug Testers Living in Retreat”, New York Times, December 15, 1963.

“The Bennett School”, Millbrook Mirror and Round Table, October 4, 1907.

Student Life and Experiences