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Trunk or TreatEvents in Middlefield 2026

Celebrate Halloween 2026 with the best Trunk or Treat events in Middlefield. Discover family-friendly Halloween celebrations featuring decorated cars, candy giveaways, costume contests, games, community gatherings, and safe trick-or-treat experiences for children. Whether you're planning a fun family outing or looking for Halloween events near you, explore the top Trunk or Treat events happening across Middlefield.

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Curated by the AllEvents team, for you.

Trunk or treat events in Middlefield

On now

Fri, Oct 16100 Training Hill Rd, Middletown

Monster Dash 5K and Trunk-or-Treat

The MxCC Foundation invites you to its annual 5K run/walk, the Middlesex Monster Dash, on Friday, October 16, at 5:30 p.m., bringing a Halloween-themed evening of fitness, fun and fundraising to the CT State Middlesex campus. The event will feature a 5K r

5:00 PM

Sat, Oct 1791 Little City Rd, Higganum

HKYFS Fall Fest!

HKYFS Fall Fest is one of the coolest events around! Join your HK neighbors for a special night of Trunk or Treating! There are fun games, activities, spooky stories, and a special trunk or treat experience this year! Free event. Donations appreciat

5:00 PM

Games & bounce houses

Sat, Oct 1711 Church St, Tariffville

Trunk or Treat at Trinity Church

Come join us for Tariffville's Annual Trunk or Treat, Halloween Parade & Movie Night on Saturday October 18th (backup date is Saturday October 25th in case of inclement weather on the 18th) Trunk Decoration starts 4:00pm at Trinity Church Tariffville.

5:00 PM

Sun, Oct 18North Stratfield School, Fairfield

SEPTA Trunk or Treat 2026

This fun event is open to all! Decorations, costumes, and games along with Touch a truck with Fairfield Police and Fire Departments! Sunday, Oct 18 3-5 pm @North Stratfield Elementary School Play games with the kids and enjoy a hot or cold beverage from

3:00 PM

Games & bounce houses

Sun, Oct 1880 Main Street, Terryville

Plymouth Police - Trunk or Treat 2026

Join the Plymouth Police Department for our Annual Trunk or Treat at Plymouth Town Hall! πŸŽƒπŸ‘» Bring the family, dress in your favorite costumes, and enjoy an afternoon of decorated trunks, treats, and Halloween fun with members of our community and the Ply

3:00 PM

Trunk contest

Sun, Oct 18Bantam, Connecticut

TriTown Truck-or-Treat

Announcing our 2nd Annual Trunk or Treat event! We hope to see everyone there οΏ½ If you are interested in volunteering to decorate your trunk - please fill out our GOOGLE FORM! οΏ½ We hope to have over 25 cars for everyone to visit!

3:00 PM

Thu, Oct 22Charter Oak Federal Credit Union, Waterford

Trunk or Treat 2026

Charter Oak is excited to host our 5th Annual Trunk or Treat! Bring your friends and family and join us at our 5th Annual Trunk or Treat event. We will have food trucks, a balloon twister, airbrush ta

6:00 PM

FreeFood trucks

Fri, Oct 231300 Notch Rd, Cheshire

Mixville Halloween Bash

The Cheshire Public Library, Artsplace, Cheshire Parks & Recreation, The Cheshire Lions Club and BSA Troop 92 are working together to bring you a fun-filled Halloween event! There will be many activities taking place throughout the evening. Be sure

5:00 PM

Fri, Oct 2323 Fair St, Bristol

Trunk or Treat at Village Green

πŸŽƒ Join us for a Spooktacular Evening at Village Green! πŸ‘» Village Green Rehabilitation & Healthcare Center is hosting a Trunk or Treat on Friday, October 23rd from 5–7 PM! Enjoy a fun-filled evening with candy, hot apple cider, music, and Halloween f

5:00 PM

Trunk or treat decorations, candy and costume ideas

Everything to decorate your trunk, fill the candy bowl and dress the kids β€” from monster-mouth kits and string lights to bulk Halloween candy and costumes. Check delivery dates before you order.

Links go to Amazon. As an Amazon Associate, AllEvents earns from qualifying purchases.

More to do around Middlefield

More trunk or treat events nearby

Costume corner

What kids are wearing this year, and how to dress for an evening in a car park.

What kids are wearing

  • No. 1SuperheroSpider-Man topped the list for kids: 2.3 million of them.
  • PrincessA classic that never leaves the top five.
  • WitchThe hat does most of the work. Add a broom for the photos.
  • GhostOne sheet, two eye holes, done in ten minutes.
  • NewPop-star demon hunterThis year's breakout, thanks to KPop Demon Hunters.
  • DinosaurPlush and hooded: the warmest costume in the car park.

Costume rankings: National Retail Federation, 2025 Halloween survey.

Dress for a car park in late October

  • Layer underneathMost start around dusk, and it cools fast. A long-sleeve top and leggings under the costume beat a coat over it.
  • Wear real shoesA big car park is a lot of walking. Trainers under a long skirt or a dinosaur tail will not show.
  • Glow, so drivers see youCars still move around the edges. A glow-stick bracelet or a strip of reflective tape on the bucket costs nothing.
  • Face paint over masksPaint lets them see the step down from the curb, and eat the candy on the spot. Masks usually come off by the third car.

Why trick or treat moved into the car park

A 1990s station wagon with its tailgate open outside a small white church, children in costume walking up to it

Since the 1990s

Churches started it. Parents wanted a Halloween with less gore, fewer strangers and no crossing busy roads in the dark, so congregations parked in a circle, opened their boots and handed out candy from the back. In car-dependent suburbs it simply worked better than a street of houses far apart β€” and a flat car park suits children with allergies, wheelchairs and strollers too.

  1. Early 1990sThe first trunk or treats appear at church fall festivals, as a gentler alternative to door-to-door.
  2. 1994A Baptist congregation in Alabama holds one β€” the earliest specific year on record.
  3. Early 2000sChurches across the South add it to their calendars, then malls and schools follow.
  4. TodayCar parks across suburbia fill up, and decorating the trunk has become a contest of its own.

Trunk or treat in Middlefield: the basics

When are trunk or treat events in Middlefield in 2026?

Trunk or treat events in Middlefield run from Oct 16 to Oct 31, 2026: 61 events. The busiest weekend is Oct 23 – Oct 25, with 29 events.

Is there a trunk or treat in Middlefield this weekend?

Yes: 10 events are on for Oct 16 – Oct 18, including Monster Dash 5K and Trunk-or-Treat, Trunk or Treat 2026 and 🧟 Beechwood Trunk or Treat πŸŽƒ. Another 1 event is on nearby.

Are there free trunk or treat events in Middlefield?

Yes: 10 of the 61 listed are free, including Trunk or Treat 2026 at Charter Oak Federal Credit Union, Trunk or Treat and Ascend Autism's Trunk or Treat. Most trunk or treats are free to walk into.

Is there a trunk or treat near Middlefield?

Yes: 5 more events are listed within reach of Middlefield, in North Stonington, Hartford, Patchogue and Stamford and more. The soonest is Frights & Lights 2026 in North Stonington, on Sat, Oct 17.

Where are trunk or treats held in Middlefield?

At 59 venues, including The Church of Jesus Christ of Latter-day Saints (4 dates), Watertown High School Ct, North Stratfield School and Bantam, Connecticut. Most take place in the car park of a church, school, library or community centre.

What are the best trunk or treat events in Middlefield?

The most popular on AllEvents right now are Trunk or Treat 2026: Waterbury's Biggest & Spookiest Candy Trail at Riverside Cemetery (Sat, Oct 24), Trunk or Treat! at Watertown High School Ct (Sat, Oct 17) and πŸš— Trunk or Treat - FREE Event at Newtown Community Center (Sun, Oct 25).

What time do trunk or treats start in Middlefield?

Start times run from 10:00 AM to 6:30 PM. Most begin around dusk, so the decorated trunks are lit when the children arrive, and last two or three hours.

What is a trunk or treat?

A Halloween event where children go from car to car instead of door to door. Families park in one place β€” usually a church, school or community car park β€” open their boots, decorate them, and hand out candy from the back. It began at American churches in the 1990s as a safer, more contained alternative to trick-or-treating, and most now add a costume parade, games or a best-decorated-trunk contest.

What should kids bring to a trunk or treat?

Their costume, a treat bucket or bag, and something that glows β€” a glow stick or a small torch β€” because most events run after dark. Comfortable shoes help: a big car park is a lot of walking.

How do you decorate a trunk for trunk or treat?

Pick a theme and fill the open boot with it. Monster mouths, pumpkin patches, haunted houses, outer space and under the sea are the favourites. Battery string lights matter most, since a car park has no sockets; then a backdrop, cobwebs or props, and a bowl of candy at the front edge.

Are trunk or treats safe for kids with food allergies?

Many are. Look for a teal pumpkin: it is the sign of a trunk handing out non-food treats such as glow sticks, stickers and small toys, part of the Teal Pumpkin Project for children with food allergies.