Dedham Square Trunk or Treat Event - Saturday Oct 24 (rain date 10/25)
Oct. 24, 2026 @ 3 p.m. - 5 p.m.
On Saturday, October 24 from 3-5pm (rain date Oct 25), be a part of one of Dedham’s most beloved fall traditions — and a fantastic opportunity to showcase your business! At Trunk or Treat, children and families “trick or treat” from cars and trunks creatively decorated by local businesses and non-profits like yours. Trunker booths are for NON SELLING ONLY. New this year, there will be a designated area for approved selling vendors. If you plan on selling, you must be accepted as a SELLING VENDOR.
This free, family-friendly celebration draws thousands of visitors from Dedham and surrounding towns. Along with the decorated trunks, guests enjoy free face painting, games, music, dancing, a selfie station, and a giant inflatable — all in a festive, high-energy atmosphere.
By participating as a “trunker,” you’ll:
Reach thousands of children and adults in a single afternoon
Promote your business/organization by handing out treats, goodies, and marketing materials (plan for at least 1,500 individually wrapped treats for the kids) No Selling.
Show off your creativity by decking out your vehicle in a fun, eye-catching theme
Connect with the community, build brand visibility, and have a blast while doing it! Apply by October 12. Trunker space is limited to the first 50 applicants.
Selling vendors will be located in a separate area from the trunker booths and do not need to give away treats. You must bring your own tent, tent weights (at least 15lb per leg), table, chair and all your supplies. There is no access to electricity. We are not accepting food vendors. Only items approved by Dedham Square Circle can be sold.
DETAILS
Event time: 3-5pm (2:30pm Sensory Friendly opening. No music, bubbles, flashing lights or loud sounds during Sensory Friendly time please)
Set up: begins at 1pm in the Norfolk County Registry of Deeds lot at 248 Ames St, Dedham
Event break down: 5-6pm
All trunkers must decorate their vehicles/booth space
NO gore/scary decorations/costumes
Trunkers can not sell, only registered Selling Businesses can sell
There is no access to electricity
A map with your booth space location will be emailed to you the day before the event.
Due to the very large crowd, we strongly discourage games or activities that take more than a two seconds at your trunker space. Long lines will form and disrupt the flow of the event.
BOOTH COSTS (plus $3 application fee charged after accepted)
Preferred Trunker booth $150 (at beginning of trunker rows-LIMITED # Available) for non-selling only
Trunker booth Non selling-Business or Non-selling non-profit with more than 5 employees $100
Trunker Small Non Profit booth (less than 5 employees): $25 for non selling only
Selling business/non profit booth $100
Dedham Square Business Member $3 fee only
SPONSORSHIP OPPORTUNITIES - Contact Ann Miranda ([email protected]) for more information about sponsoring.
Lead Event Sponsor $2,500 -your business will be featured as a Lead Event Sponsor for the event and your logo will appear on ALL ads, signage, event promotional materials and trick or treat map, plus large feature article and promo on DSC social pages, announced as sponsor twice during event, most prominent booth space at Trunk or Treat.
Inflatable Obstacle Course Sponsor $1,000- Supporter+logo on signage at the entrance to the course where parents wait for kids
Supporter Sponsor $500 - your business name will be listed on all event promotional materials (excluding trick or treat map)
Located at First Parish and Church Dedham
We are outdoor spring, summer and fall and indoor in the winter
