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What we offer

Small Class Sizes: Winston's average student to teacher ratio is 8:1, meaning our students receive an education that includes close monitoring of progress and frequent, meaningful interaction with classmates and teachers.

Personalized Education: Winston's faculty teaches to each student's strengths and provides assistance in their areas of needs. Every student gets the learning plan that works best for them.

Assistive Technology: Winston faculty seamlessly integrates technology — such as our school-provided Chromebooks and software like Read&Write — into the classroom to help level the playing field for our students.

Tailored Programs: Winston employs the use of SIM (link), Orton-Gillingham-based reading programs; and multi-sensory education methods ensure students connect with the material they are taught.

The Winston School San Antonio is a school for children with average or above intelligence who are diagnosed with learning disorders, learning “differences” (those not doing well academically in other settings but who “slip through the cracks” of the TEA guidelines for statistical learning disabilities), and/or Attention Deficit/Hyperactivity Disorder.

Winston's curriculum is based on the principles of: individualized, small group instruction; multi-sensory learning to encompass a variety of learning styles; the promotion of self-esteem and a positive learning environment; the teaching of self-advocacy skills; and the optimal attainment of educational or career goals. However, within this focus, the curriculum emphasis in Lower (K-6), Middle (7-8), and Upper School (9-12) is each somewhat different. We invite you to learn more about the Winston difference.

2021-2022 Calendar

October 2025
Sunday Monday Tuesday Wednesday Thursday Friday Saturday
Middle School Cross Counrty Meet
October 1, 2025 | 3:00 PM - 5:00 PM

Lockhart Junior High Meet #2

Admissions Open House
October 2, 2025

Coffee and Conversations

Middle School Volleyball vs. MSSA
October 2, 2025 | 4:30 PM - 6:30 PM

This game will take place at WSSA

Varsity Volleyball vs. BACH
October 3, 2025 | 5:00 PM - 6:30 PM

This game will take place at The Winston School San Antonio.

Canceled - Varsity Football vs. Grace Academy
October 3, 2025 | 7:00 PM - 8:00 PM

This game has been canceled.

Middle School Volleyball vs. Castle Hills
October 6, 2025 | 4:30 PM - 6:30 PM

This game will take place at Castle Hills

WSPA committee meeting
October 7, 2025 | 8:15 AM - 9:00 AM
Middle School Volleyball vs. SACS
October 7, 2025 | 4:30 PM - 6:30 PM

This game will take place at SACS

Flag Football vs. Castle Hills
October 9, 2025 | 4:30 PM - 6:30 PM

This game will take place at WSSA

Varsity Volleyball vs. Regionals
October 10, 2025

This game will take place at The Winston School San Antonio

Varsity Volleyball vs. Regionals
October 11, 2025

This game will take place at The Winston School San Antonio

Varsity Volleyball vs. McCauley
October 14, 2025 | 4:30 PM - 5:30 PM

This game will take place at The Winston School San Antonio

Private School SA - College Fair
October 14, 2025 | 6:00 PM - 8:00 PM

At Alamo Heights High School

Middle School Volleyball vs. Bracken
October 15, 2025 | 4:00 PM - 6:30 PM

This game will take place at WSSA

WSSA College Fair
October 16, 2025 | 9:15 AM - 10:30 AM
Flag Football vs. Shepherd
October 16, 2025 | 4:30 PM - 6:30 PM

This game will take place at WSSA

Varsity Volleyball vs. State
October 17, 2025

the game will take place in Bryan, Texas

Varsity Volleyball vs. State
October 18, 2025

the game will take place in Bryan, Texas

“EXPERIENCE DYSLEXIA” A Learning Disabilities Simulation
October 18, 2025 | 8:30 AM - 12:00 PM

Experience Dyslexia A virtual learning disabilities simulation This event will take place on Saturday, October 18, 2025, from 8:30 am to 12:00 pm - Registration starts at 8 am. This intens...

WSSA Booster Club meeting
October 20, 2025 | 5:30 PM - 6:30 PM
US Fall Drama
October 23, 2025 | 6:00 PM - 8:00 PM
MS & US Open House
October 28, 2025 | 5:00 PM - 6:30 PM
Teaching the Child Who Learns Differently
October 28, 2025 | 6:00 PM - 7:00 PM

Teaching the Child Who Learns Differently” This in-person event will take place on Tuesday, October 28, 2025 - 6:00 p.m. - 7:00 p.m. Winston's faculty members will present an overview of learni...

End of Term 2
October 31, 2025
Fall Festival, 2-3pm
October 31, 2025 | 2:00 PM - 3:00 PM