Every Trunk or Treat in Milford, Orange and West Haven This Halloween

Pop the hatch, string up the lights and fill the bucket. Halloween weekend starts early around here, with five Trunk or Treats in Milford, Orange and West Haven on Saturday, Oct. 24, and Sunday, Oct. 25.

Trunk or Treats are an easy way for little ones to collect candy in one well-lit parking lot, going from decorated car to decorated car instead of door to door. Here’s every one Milford Voice could confirm with the organizers for this year, in order by date. None of them listed a rain date as of Monday, so check the organizer’s page if the weather turns.

Saturday, Oct. 24

Fire Engine Pizza Co. Trunk or Treat, Milford

2 to 5 p.m. · Fire Engine Pizza Co., 204 Melba St., Milford

The Melba Street pizzeria is throwing a Trunk or Treat with music, crafts, candy and awards for best costume, according to its event listing. The first 25 families who make a reservation get a free pumpkin for carving. Want to decorate a car? The flyer says to call the restaurant at (203) 878-3473 to reserve a spot.

Mary Taylor Memorial United Methodist Church Trunk or Treat, Milford

3 to 5 p.m. · Mary Taylor Memorial UMC, 168-176 S. Broad St., on the Milford Green

Mary Taylor’s family ministry is hosting an afternoon of candy, crafts, music and games, plus pumpkin painting and a giveaway, according to the church’s event page and flyer.

Mary Taylor United Methodist Church Trunk or Treat flyer, Oct. 24, 3 to 5 p.m.

Halloween on the Green, West Haven

Starts at 5 p.m. · West Haven Green, 1 Church St.

West Haven United and the City of West Haven are teaming up for Halloween on the Green, listed on the city’s special events page. The official flyer promises a Trunk or Treat, a 360 photo booth, performances by Top Hat Dance Academy, a fire performance by Fyrefox, food trucks and community vendors. The costume contest is at 6:30 p.m., and the city’s scarecrow contest winner will be announced at 7 p.m.

Halloween on the Green flyer, Saturday, Oct. 24, 2026, 5 p.m., West Haven Green, with Trunk or Treat

Sunday, Oct. 25

Funtober at the Fairground, Orange

1 to 3:30 p.m. · Orange Fairgrounds, 525 Orange Center Road · Orange residents only

Orange Youth Services and Orange Parks & Recreation are hosting Funtober, with a Trunk-or-Treat, Kriz Farm hayrides, The Magic of Christopher, a photo booth, games and crafts, music by Hughes Productions, and food trucks with hot and cold drinks, according to the official flyer and the Orange Youth Services calendar. Cars that preregister get a free raffle ticket and a bag of candy, and there are prizes for best decorated vehicle. To register a car, call 203-891-4784.

Funtober at the Fairground flyer, Sunday, Oct. 25, 2026, 1 to 3:30 p.m., Orange residents only

First UCC Milford Trunk or Treat, Milford

4 to 6 p.m. · First United Church of Christ parking lot, 46 West Main St., across from the Parsons Government Center · Free

First UCC’s youth groups are hosting a free afternoon with a trunk contest, a costume contest, food, games and music, according to the church’s event page and flyer. All families are welcome. Youth and community members can also sign up to host a trunk or volunteer, and community service hours are available for youth volunteers.

First UCC Milford Trunk or Treat flyer, Oct. 25, 2026, 4 to 6 p.m., 46 West Main St.

Did we miss one?

If your church, school, business or group is hosting a Trunk or Treat in Milford, Orange or West Haven this year, send the details and flyer to news@milfordvoice.com and we’ll add it. For more Halloween happenings, check the Milford Voice events calendar.

While you’re out Saturday morning: the Milford Prevention Council and Milford Police are collecting old and unused medications at the Milford Senior Center from 10 a.m. to 2 p.m.