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The following was submitted by the Winchester Town Day Committee and WFEE:
On Saturday, June 6, the town of Winchester will celebrate its 45th annual Town Day.
Winchester Town Day had its beginning in the mid-1970s when a group of town residents decided that a late spring community party would be a great way to start off the summer.
Although the original Town Day was held in 1974-1976, it was revived in 1982 by the Winchester Jaycee chapter. It is now overseen by the Winchester Town Day Committee, a group of volunteers who come together each year with the sole purpose of holding a celebration for the Winchester community.
Despite the rain during the 2025 Town Day celebration, Winchester residents turned out to have some fun celebrating the community together. WINCHESTER NEWS FILE PHOTOS/REBA SALDANHA
The thousands of individuals and families who attend can enjoy a day of browsing exhibits, playing games, competing in athletics, eating(!), listening to different types of music, attending the health fair, and watching the grand finale, fireworks.
Now in its 45th consecutive year, Town Day continues to grow in popularity as a great way to kick off the summer in a New England town.
Each year the Committee tries to recruit new volunteers. Volunteers are needed to work now and at the event. Tasks include clerical work, marketing, production assistance, shirt sales, booth and stage setup.
The committee can always use new volunteers as well as new ideas. If you think you might like to be part of a hard-working, fun-loving group, and would like to volunteer a few hours, email the Town Day Committee.
Visit the volunteer page, send an email to townday@townday.org or call 781-526-6721.
Boys and girls of Winchester
Enter the fishing derby! Registration form
Enter a drawing to start the fireworks! Registration form
For more information, visit the Town Day homepage.
WFEE Road Race
Lace up your sneakers and kick off Winchester’s annual community celebration with a 2.5 or 5 mile walk or run. Run as an individual or get the whole family involved, strollers are welcome.
The race starts at 8:30 a.m. at the Griffin Museum of Photography, 67 Shore Road, and travels through town, ending at the museum.
The Town Day Road Race is a fundraiser for the Winchester Foundation for Educational Excellence (WFEE). All monies raised support public school educators and students through grants to encourage creativity and innovation.
Run or walk, the race is a fun, family centered event. The race is timed, but not certified, awards are given for speed. If you are registering as a family please click add participant after registering yourself.
Both the 2.5 and 5 mile race free is $40 with a $4.35 sign up fee. Price increases to $50 after Friday, June 5 at 8:30 a.m.
All proceeds from the race go to fund innovative education in Winchester’s public schools.
Click here to sign up.
