Family

Activities for and about families, or of interest to families with children (but not solely child-oriented)

2025 En Ka Fair

Come on down and join us for the annual En Ka Fair! Held in downtown Winchester/the Jenks Center parking lot.

Rides, fair food, the book tent, bake sale, jewelry, famous lobster rolls and more - all raising funds for En Ka Society.

Buy tickets online (enkasociety.org) or use the link below until May 14.
https://form.jotform.com/250806537696165

Buy tickets onsite starting May 15 (12-6pm), and during Fair's hours.

This year the Fair's hours are:
Friday, May 16, 4-10pm
Saturday, May 17, 10am-9pm (Parade is at 9:15am)

Sponsors

2026 En Ka Fair

Come on down and join us for the annual En Ka Fair! Held in downtown Winchester/the Jenks Center parking lot.

Rides, fair food, the book tent, bake sale, jewelry, famous lobster rolls and more - all raising funds for En Ka Society.

More details will be given later!

Sponsors
Newsletter feature
Newsletter

AANHPI Celebration!

Join us at Winchester High School (80 Skillings Road) on Tuesday, May 20, from 5:30 – 7:30 for a family-friendly Asian American Native Hawaiian Pacific Islander celebration! There will be entertainment, educational activities, advocacy, food and more. This event is free and open to everyone. We hope you’ll join the fun!

Acera School Spring Math Festival

Join us for Acera’s Annual Spring Math Festival, where curiosity, creativity, and problem-solving come to life!

Designed for students in PreK–9th grade and their families, this free in-person event invites learners of all ages to dive into engaging puzzles, games, and hands-on challenges. From visual puzzles to logic games and interactive maze-style problems, each activity is thoughtfully designed so anyone can jump in, experience success, and still be meaningfully challenged. Unlike traditional math events, this festival is collaborative, playful, and non-competitive—participants explore at

Venue
Sponsors
Newsletter feature
Newsletter

Adult Sip & Spin - Mocktail Edition!

Gather your friends or make it a date night at our adults-only sip and spin class! Perfect for beginners: you'll learn the fundamentals of throwing on the wheel and glazing before the final firing and get a taste of what our longer wheel throwing courses are like. We provide snacks and mocktails!

Sign up early for this fan favorite class!

Newsletter feature
Not newsletter

An evening with Isabella Stewart Gardner

CHARACTER REENACTOR portrays ISABELLA STEWART GARDNER. Jessa Piaia will present a dramatic portrayal of Isabella Stewart Gardner (1840-1924), in the program entitled, Isabella Stewart Gardner Visits Winchester Jumelage on Thursday, June 11th, 2026, from 6:00-8:00pm at the Griffin Museum of Photography. The drama is set in 1910, seven years after the opening of Fenway Court which Mrs. Gardner conceived, designed, and had built to showcase her extensive art collection, and later dedicated to the City of Boston upon her demise. A recognized leader of Boston's emerging salon scene, Mrs. Gardner

Newsletter feature
Not newsletter

Annual Halloween Bash hosted by Family Action Network and Winchester Recreation

FAN and Winchester Recreation Department are hosting our annual Halloween Bash! Dress up your kids in their best costumes and join us for trick-or-treating the shops in Winchester Center followed by an outdoor party with Trunk or Treating fun, music, games, and arts & crafts.

Saturday October 18
10:00-11:30 Downtown Trick-or-Treat at Winchester Center, free to the public
10:30-12:30 Halloween Bash Trunk-or-Treat at Jenks Center/Town Hall Parking Lot, free for FAN families and $10 for non-member families

Come whenever is convenient for your family and bring a Halloween bag/pumpkin to collect

Venue
Newsletter feature
Newsletter

Art in the Park

Art in the Park is a public outdoor art activity free and open to the public, with demonstrations, participatory art, and exhibition and sale of works by local artists. The event is held on the Winchester Common on Saturday, August 16, from 9:30 am to 1:30 pm, in conjunction with the weekly Farmers' Market. It is a highlight of the month-long Art in August festival.

A family-friendly event, Art in the Park offers something for everyone!

Venue

Calling all K & 1st graders interested in trying Daisy Girl Scouts!

We are looking to start one or two new Daisy troops explicitly for K & 1st graders who are interested but haven't yet had a chance to join Girl Scouts. The meetings will be run by our middle and high school Girl Scouts with familial adults helping chaperone. We'll have an interest meeting on Sunday, March 29 at 4 PM at the First Baptist Church (90 Mt Vernon St) -- please RSVP to winchestergirlscouts@gmail.com so we have enough materials. For more information: https://bit.ly/4cSsWpS

Sponsors
Newsletter feature
Newsletter

Celebration of Black History and Culture

This inaugural, collaborative event will showcase submissions to the Black History Project contest and is free and open to everyone. High schoolers who are interested in submissions for the contest can learn more at https://docs.google.com/document/d/1jUbs9HR8-bZHp8TZTR10u6SxPKaAcSxy_Zc….

Come speak with student creators, members of the BSU, and interns with the Network for Social Justice.

Please mark your calendars and join us Wednesday, February 25, from 5:00 - 7:00 PM at the Griffin Museum of Photography, 67 Shore Road.

Newsletter feature
Newsletter