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Winsor School

Private | 5-12 | 434 students


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Living in Boston

Situated in an inner city neighborhood. The median home value is $204,000. The average monthly rent for a 2 bedroom apartment is $1,510.

Source: Sperling's Best Places
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4 stars

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20 reviews of this school

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Posted November 14, 2014

My daughter has recently left the 8th grade at Winsor. It was a good school for her in 6th grade, and I have heard that the 5th grade at Winsor is even better than 6th grade. However, as the grades progress, the stress levels become higher and higher. Winsor is also very cliquey. The grade my daughter just exited is extremely mean and focuses on body type, looking good on social media, and being "popular". There are many promiscuous girls at Winsor that are focused on only boys. Although the college matriculations are very good, the academics are so stressful that some girls crack under the pressure. There is no sense of support throughout the class. Many of the leaders in the school only care about Winsor's preppy and pristine reputation rather than the actual well being of the student. Do not send your child to this school. There are many other good prep and public schools in Boston that are more inclusive and healthy for your child than Winsor.
—Submitted by a parent

Posted November 10, 2014

My daughter just transitioned to Winsor from an average public school, and the difference is just tremendous. As a bright kid, she'd been bored and unhappy, and used to feel social pressure not to stand out or succeed academically. The environment and culture at Winsor is exactly the opposite. She is being challenged, in every class, every day. Her cohort (30 girls in her 5th grade class, broken into two sections of 15) is filled with active, interesting, friendly girls who celebrate each other's weirdness rather than mocking it, and who are wholly agreed that they're in school to learn. She's made a number of great friends in only two months, and there has (so far) been no clique-like behavior or exclusion, even though many of the families are a *lot* wealthier than we are. There's a lot of homework, but I haven't seen any that I could call busywork - it's all very intentional and useful, and she hasn't been overwhelmed yet (though sports don't start until next year). The new building will add a lot to the campus. The only real difficulty is the location - getting there in rush hour is hard. I love this school - go Wildcats!
—Submitted by a parent

Posted September 22, 2014

Winsor is amazing. The resources that are available will allow your daughter to thrive. My daughter and I are so happy to be apart of this great institution
—Submitted by a parent

Posted February 20, 2014

Winsor is, of course, one of the top girls schools in the country. The matriculation list is astounding, SOME teachers are sooo overqualified, and all of the girls work extremely hard. As others mentioned, however, some parts of the staffing need some serious work. The math department, other than the fantastic Ms. Reynolds, is pitiful compared to the english and history departments. One teacher barely speaks english, one seems like teaching is the last thing he wants to be doing, and pretty much every teacher acts like they truly don't want you to succeed. I'm hoping the school takes the feedback it has gotten on the math department and steps it up. This is not a reason to go to a different school, but definitely something the school needs to work on.

Posted May 15, 2012

Great School! I love it there even though the academics are rigorous... it's an amazing environment to be in.

Posted April 23, 2012

I go to Winsor and it is such a great school! the academics are very rigorous and challenging but still very fun and enjoyable. You get a ton of homework but make amazing lifelong friends. Coming to Winsor was one of my best decisions! It is very well known for its outstanding college matriculation as well.

Posted March 17, 2010

I currently attend the Winsor School and I LOVE it! Everyone is so nice and the teachers are amazing! I have learned so many things that I will use throughout my life!
—Submitted by a student

Posted March 11, 2010

I am a current student and the winsor school is giving me vital skills for life.
—Submitted by a student

Posted December 28, 2009

Winsor is a good school. There is still lot of room for imrovement.They should try to make their math dept more stonger.Also the students can be given more homework.

Posted December 6, 2009

Winsor has a phenomenal reputation that it does not live up to in the middle school. My daughter although socially very happy hasfound the academics unstimulating and surprisingly rigid in their philospophy and teaching. I find the environment inhibitory to my daughters intellectual exploration. The academcs in the core subjects are no better than a very good public school system - Newton, Brookline, Wellesley etc. The extras like physical education, art, drama, and language are very well done and far exceed anything you would receive in a public setting. My daughter does not find the academics difficult although the sometimes rigid expectations and intolerant comments to alternate points of view can be. I understand that rigor improves in the upper school. The current administration really needs to improve the middle school dramatically.
—Submitted by a parent

Posted July 15, 2009

A Winsor education is the best thing you can do for your daughter. It opens doors that even a Harvard degree could not. It opens your mind to real life learning in addition to rigorous academics. I graduated 14 years ago and I hope to send my daughter there one day. It is the best education, and more importantly, a life opportunity for any young girl.
—Submitted by a student

Posted July 8, 2009

I recently graduated from Winsor and truly adore the school. Winsor teaches students three things: the facts, how they can be spun, and how to over-analyze them. By graduation, most people have found a tolerable balance between the three.
—Submitted by a student

Posted June 5, 2009

I can't say enough good things about this school - the faculty is amazing, the students are friendly and motivated, and the curriculum challenging and rigorous. Winsor truly deserves all its accolades.
—Submitted by a parent

Posted March 31, 2009

The mathematics department is average, at best. If you seek a stimulating math or science curriculum, you may be better served elsewhere. School can be clicky. They need to introduce more AP choices and allow for acceleration of highly able students to remain competitve. If you crave a small single gender school for your daughter (and this is your main criteria), this can be a good choice.
—Submitted by a parent

Posted March 25, 2009

I go to winsor and I absoulutley love it! Its the best place to be-you feel not only comfortable but happy too!
—Submitted by a student

Posted February 23, 2009

best education in the east coast, probably the country. great college admission. warm, loving, engaged environment.
—Submitted by a student

Posted January 24, 2009

I really love Winsor. I am currently enroled in classes there, and I can't find many faults. Although a previous comment states that 9th grade is the best time to apply, I disagree. I came in 5th grade, when everybody was new, and I made some very special friendships. In 9th grade, only ten new students are accepted, and even though it's fairly easy to make new friends, I don't think it is the same as being with the same people from before highschool started.
—Submitted by a student

Posted January 6, 2009

My advice to prospective students is: Wait until 9th grade to apply here. You can get the same ducation at a good public school in grades 5-8 (Lower). Beginning in 9th, the school takes the girl's education more seriosuly. That's when they deep six the empty, liberal, 'diversity' agenda for real learning, IMO.
—Submitted by a parent

Posted September 9, 2008

I am a recent graduate of Winsor, and I cannot say anything but great things about this school. Initially, I was skeptical, and only went to Winsor because my parents made me. But over the next seven years of my life, I grew to love Winsor. It is hard for me to explain in words how fondly I look back on my days there. I thank Winsor every day for preparing me for the workload at college. I go to Northwestern University now, and I can honestly say that in some classes, the work is more difficult at Winsor. But beyond academics, this school has taught me so much about friendship, trust and love. My friendships from Winsor are ones that I know will last a lifetime. Out of the 58 girls in my class, there was not one that I didn't consider my friend.
—Submitted by a student

Posted July 24, 2008

My Winsor experience varies greatly from the other reviewer. Winsor is inconsistent with applying knowledge to their students---as the teaching staff is so inconsistent. There are some great teachers and then some that are 'so-so'. In my exerience, it is not so academic as it comes off--the school has been mostly easy for my daughter and not very tolerent of differences, unless we are talking about etnhic/cutural background differences--and then they are very tolerenat and supportive. I guess it is not clear exactly what Winsore is looking for!
—Submitted by a parent

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Student ethnicity

Ethnicity This school State average
White 69% 67%
Asian or Asian/Pacific Islander 15% 6%
Black 7% 8%
Two or more races 6% 3%
Hispanic 3% 16%
American Indian/Alaska Native 0% 0%
Hawaiian Native/Pacific Islander 0% 0%
Source: NCES, 2011-2012

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School basics

  • All girls
  • Nonsectarian
  • NAIS
  • NCGS


School facilities
  • Computer lab
  • Library
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103 Pilgrim Road
Boston, MA 02215
Phone: (617) 735-9505


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