School Events

Each year the School and Parents Association organize a number of annual and special events.

Monday Books

Come and enjoy discussions led by Waynflete faculty and staff on books they have chosen. Gatherings are held in the Waynflete Library, 6:30 to 8:30 p.m. Monday Books is open to the entire Waynflete community.

Dates and book selections for 2017–2018


Waynflete Book Bash: Five Days to Celebrate Reading

The Waynflete Friends of the Library sponsors an annual Book Fair. This year, Print, a bookstore located in Portland’s East End, is hosting a series of week-long events around the fair.

November 30–December 4, 2017

Learn more


Faculty/Staff Appreciation Lunch

A wonderful annual tradition hosted by the Parents Association to thank Waynflete faculty and staff at the end of the school year for their dedication and efforts.

January 31, 2018



Waynflete Community Auction

Announcing Wintertide: a gathering of good cheer for the coldest time of year. This year’s community dinner, silent and live auction, and entertainment will take place on Saturday, February 3, 2018 at Thompson’s Point in Portland to support Waynflete’s financial aid program.

Learn more


Grandparents and Friends Day

Grandparents and Friends Day day is an annual school event held in early May. Guests are invited to spend the morning enjoying a reception, attending classes, touring the campus, and visiting the Gallery.

Read more about Grandparents and Friends Day 2018


West End 5K

Each year, Waynflete hosts a 5K road race throughout the West End neighborhood of Portland. The certified 5K and Fun Run are for runners and walkers of all ages and abilities. The event, organized by parent volunteers of Waynflete School, is a fundraiser for the West End Mentoring Project which pairs Waynflete student mentors with students at nearby Reiche Elementary School.

Read more about the 2018 West End 5K and Fun Run



Spring Fling

Spring Fling is an annual event held in May. Families are invited to campus for a springtime carnival with games, live music, used books and clothing, an artisan fair, food, and more.

Read more about Spring Fling 2018


Diversity Events

Throughout the year, the School offers several events that are inspired by its commitment to diversity. Our mission states that diversity is one of the conditions of excellence for our school. We believe that a diverse school community contributes positively to the education of our students.

New England Youth Identity Summit

Explore Working in an Independent School: An Event for College Students of Color

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