Our calendar
Wondering what activities we have planned for the year? See all the opportunities for enrichment, engagement and connection in our school year calendar below.
2025-2026 CHDS Events and School Calendar
August 2025
August 29, 9:00am–11:00am – Classroom Sneak-A-Peak
September 2025
September 1 – Labor Day (No School)
September 2 – First Day of School
September 16, 6:00pm–8:00pm – P1, P2, Pre-K & Pre-K/K Parent Orientation (Parents Only)
October 2025
October 3 – Pumpkin Picking Field Trip at Ward’s Berry Farm
October 13 – Indigenous Peoples Day (No School)
October 17, 4:00pm–5:30pm – Halloween Celebration
October 21 – Diwali Celebration
November 2025
November 1 – Open House
November 11 – Veterans Day (No School) / Parent Teacher Conferences
November 21, 9:30am–11:00am – Grandfriend Brunch
November 26 – Early Closure at 12:30pm (Day before Thanksgiving)
November 27–28 – Thanksgiving (No School)
December 2025
December 6, 4:00-7:00pm – Parent Night Out
December 24 – January 2 – Winter Break (No School)
January 2026
January (All Month) – Surprise Reader Month
January 1 – New Year’s Day (No School)
January 2 – Winter Break (No School)
January 14, 6:00pm–8:00pm – Parent Talk Night (with Dr. Paula Rauch)
January 19 – Martin Luther King Day (No School)
February 2026
February (All Month) – Surprise Reader Month
February 1 – International Night (Event Location TBD)
February 13 – Friendship Pajama Day
February 16 – Presidents Day (No School)
February 17 – Chinese New Year
March 2026
March 17, 9:30am–12:30pm – Pre-K & Pre-K/K MFA Field Trip
March 27, 4:00pm–5:30pm – Art Gallery Night
April 2026
April 1 – Class Picture Day
April 4 – Open House
April 20 – Patriot’s Day (No School)
May 2026
May 8 – Spring Parent Teacher Conferences (No School)
May 22 – Swan Boats Field Trip
May 25 – Memorial Day (No School)
June 2026
June 12 – End of Year Celebration/Graduation
- P1/P2: 9:00am–10:30am
- Pre-K: 11:00am–12:00pm
- Pre-K/K: 12:30pm–2:00pm
June 18 – Last Day of the School Year
June 19 – Juneteenth (No School)
June 22 – First Day of Summer Program
July 2026
July 3 – Independence Day (No School)
August 2026
August 5, 10:00am–11:00am – New Students Visit, Popsicle Day
August 14 – Last Day of Summer Program
August 18 – September 1 – Summer Break (No School)
August 27, 9:00am–11:00am – Classroom Sneak-A-Peek
August 31 – First Day of School
"Children's Happy Day has set the gold standard of preschool education in the Boston area. As the parents of three children, we have been in awe of the independence and life skills the school teaches at such a young age. With so many of the teachers having long-standing careers at the school, it speaks to the uniquely positive environment and deep-rooted community ties the school has built. It has been the ultimate privilege to benefit from all that Children's Happy Day has provided us to our family."
-Tony and Katie B., West Roxbury
Programs
Our four accredited preschool programs encourage literacy, introduce age-appropriate mathematical concepts and offer enrichment activities like music, yoga, dance and Spanish.
Our Story
Since 1987, we’ve provided a safe, child-centered environment for Happy Day friends to nurture their sense of wonder and connect with the world around them.
Our Community
We often say that parents and caregivers are a child’s first teachers. That perspective is why we work alongside families to support a child’s growth and offer resources during the preschool years.