Dedham Trunk or Treat
Trunk or Treat
The annual Trunk or Treat event is a free family trick or treating event on Saturday, October 25 (rain date Sun. Oct 26) and is open to all. Each year, children and adults visit Dedham Square for an afternoon of trick or treating and fun. The event spreads throughout all of Dedham Square all the way to the Registry of Deeds. Guests are encouraged to park in Dedham Square and visit Square businesses between 2-6pm for trick or treating, shopping, free face painting and live music on the way to the Registry of Deeds lot (at High and Ames St). All are encouraged to dress up in Halloween costumes (no scary or gore please).
At the Registry of Deeds lot, from 3-5pm kids receive treats from cars decorated by local businesses and organizations. Families also enjoy activities, inflatable obstacle course, games, crafts, live music, and a photo booth. Please park in Dedham Square. No parking at Registry of Deeds.
Dedham Square Trick or Treating and Activities 2-6pm
Trick or Treating at Trunk or Treat at Registry of Deeds 3-5pm (2:30-3pm Sensory Friendly time)
Live music on Dedham Town Green 4-6pm
Thank you to our sponsors, trunkers, Dedham Square businesses and all the volunteers who make this event possible.
JWP Fall Family Picnic
An opportunity for the enrolled student community and prospective families to enjoy a day of Fall fun at the school. This day will include a Dia de los Muertos show by Spanish Fun Program, founded by local entertainer Esther Gomez. Food truck, snacks available. RSVP encouraged.
Dedham Holiday Stroll
Holiday Stroll & Gift Market
The 20th annual Dedham Square Holiday Stroll is a free event that kicks off the holiday season on the first Friday of December-rain or shine from 5-8pm. Get ready for exciting night of music and caroling, 50+ street vendor gift market, food vendors, and a lineup of free holiday fun including Santa, Mrs Claus and Elfie lighting the tree at 6:30pm, pictures with Santa, free activities, model train exhibit and much more! Updates are being added weekly to the Activities and Specials listing below.
Jackon Walnut Park Noche Buena Event
An opportunity for the enrolled student community and prospective families to enjoy a day of holiday celebration fun at the school. This day will include a Noche Buena show, a storytelling about a holiday tradition from Latin America by Spanish Fun Program, founded by local entertainer Esther Gomez. The show will include songs, dancing, and spark imagination while building language skills, all surrounding the holiday season. RSVP encouraged.
JWP Winter Community Event
An opportunity for the enrolled student community and prospective families to enjoy a day of Winter fun at the school. This day will include cozy and warm treats, winter theme activities and crafts, and an engaging DJ and Karaoke to keep children and families entertained.
Open Gym Community Event
Come on down and let your kids run, jump, and play in a safe, supervised environment. We'll have a variety of activities to keep everyone moving, including sports stations, fun games, and more! It's the perfect opportunity for kids to get active, meet new friends, and burn off some energy—all at no cost to you.
Accepted Parent Night Event
Join us for Accepted Night, a special event designed exclusively for the parents of our newly admitted students. Think of this as your personalized deep dive into life at Jackson Walnut Park School and the essential information you'll need as your student prepares for their first year.
JWP Spring Fling Community Event
An opportunity for the enrolled student community and prospective families to enjoy a day of Spring fun at the school. This day will include fresh Spring treats and an incredible Butterfly Migration Show by Entertainer Esther Gomez from the Spanish Fun Program.
Newton Harvest Fair
Celebrating 50 years!
The Harvest Fair returns to Newton Centre with a carnival on Saturday October 18th from 10am - 5pm and a full outdoor festival on Sunday October 19th from 11am to 5 pm. Visit and shop unique hand- crafted goods and learn about local businesses. At Green Newton’s GreenEXPO you will discover ways to create an environment in better balance with the natural world. There will be live entertainment on 2 stages featuring many of your favorite local performers and a diverse group of international food trucks. Take home your own personally decorated pumpkin courtesy of Wegmans Chestnut Hill. And of course, don’t miss the squeals of delight from the children enjoying the rides and games from the Cushing Carnival all weekend long!
Crafter & Vendor Open Air Market Update
Thank you for the incredible interest in this year’s Harvest Fair! The Crafter and Vendor Field is now full. We are maintaining a wait list for those who would still like to be considered if space becomes available.
If you would like to join the wait list, please contact us at culture@newtonma.gov.
We look forward to celebrating the season with you at the Harvest Fair!
Dedham Day
Dedham Day 2025
Moo-ve Over, It’s That Time of Year Again!
Dedham Parks & Recreation, in partnership with the Friends of Dedham Recreation, is proud to present the 35th Annual Dedham Day & Cow Plop!
Date: Sunday, September 28, 2025
Location: Barnes Memorial Field, Eastern Ave.
Time: 12:00–5:00 PM
Sensory-Friendly Hour: 11:30 AM–12:30 PM (rides begin at 12:00 PM)
Join us for a moo-velous day packed with:
Delicious BBQ
Exciting rides & games
Local Vendors
Music
Face painting & crafts
The legendary Cow Plop
…plus community demonstrations and so much more!
It’s a family fun day for all ages—whether you’re here for the food, the festivities, or just to see where the cow decides to “make its mark.”
Want to be part of the fun?
Be a featured vendor
Sponsor a ride
Volunteer your time
Simply complete the form below for your chosen role.
We can’t wait to see you for another udderly amazing Dedham Day! ail
Watertown Faire on the Square
Over 120 local non-profit and business booths plus "Meet Your City" (see full list of participants below)
Free guest experiences:
live DJ
face painting with Watertown's Public Arts and Culture Committee
photo booth
airbrush tattoo applications
WHS Robotics Team demonstrations
balloon artist
popcorn sponsored by Watertown Savings Bank
Animal Adventures show at 1pm
Enjoy lunch and dessert at the Food Court and check out this year's new Cooking Competitions!
Battle of the Bowls: Restaurant Chili Cook-Off presented by Roche Bros. at Arsenal Yards - free chili samples provided by Roche Bros while supplies last!
Harvest Bake-Off: Apple and Pumpkin Pie Contest open to community members (amateur bakers only)
"Campaign Row" to meet and greet candidates for local office in the upcoming November 2025 election
Four giant inflatables, lawn games, and more fun with Watertown Recreation
Sneak peak of Wicked Watertown 2025 returning to the Commander's Mansion this fall
Vendor registration closed on August 22, 2025. Names on the waitlist will be notified no later than August 29, 2025 if space becomes available.
Registration for our cooking competitions is open through September 5, 2025. Learn more and register at the link below.