Lifestyle

Your Halloween 2026 Weekend Plan: 7 Local Events in Bloomfield, West Orange & Montclair

By Sorelle Crooks, Realtor® | Real Broker LLC | NJ License #2185837

Published October 19, 2026

A New Jersey suburban street at dusk on Halloween eve, front porches glowing with carved jack-o'-lanterns, mums, and string lights under a deep blue autumn sky

Halloween 2026 lands on Saturday, October 31, which means the best family events in Essex County are happening over the next two weekends, starting now. If you live in Bloomfield, West Orange, or Montclair, or you are planning a move here, this is your practical week-of guide: seven confirmed local events with dates, addresses, and what each one costs. Here is where to take the kids, what is free, what is worth paying for, and how to plan a Halloween night that actually feels like a neighborhood.

I want you to feel informed and comfortable, and that goes for your social calendar too. Let me start with the one thing worth planning around: Halloween is a Saturday this year, so the whole weekend is fair game, and there are more kid-friendly options within ten minutes of your front door than most new NJ families expect.

Key Takeaways
  • 1.Halloween 2026 is Saturday, October 31. Montclair Center's "Trick or Treat Downtown" runs 3 to 8 p.m. with 75+ businesses, and Turtle Back Zoo's Howl-O-Ween in West Orange runs 4 to 8 p.m. for about $5 per person.
  • 2.Most of the seven events are free. Montclair Police trunk-or-treat (Oct 24), Bloomfield's Lions Club parade (Oct 31), Skyline trunk-or-treat (Oct 25), and the farmers market Halloween party (Oct 27) all cost nothing.
  • 3.The two paid options: the zoo's Howl-O-Ween (about $5 per person, rain or shine) and the Boooo-mfield 5K in Bloomfield (registration around $38, with a kids dash and an AfterBOO party).
  • 4.Trick-or-treating is a neighborhood event here. Plan for dusk, roughly 5:30 to 8 p.m., porch light on means you're open for business, and it is the easiest night of the year to meet your street.

Which Halloween events in Bloomfield, West Orange & Montclair are free?

Most of the seven events below cost nothing beyond your costume, which is one of the best things about Halloween in these three towns. The two exceptions are honest ones: Turtle Back Zoo's Howl-O-Ween charges entry (about $5 per person, all ages), and the Boooo-mfield 5K is a registered race with an entry fee. Everything else, the downtown trick-or-treat in Montclair, both trunk-or-treats, Bloomfield's Lions Club parade, and the farmers market Halloween party, is free. Here is the full list, town by town.

Where should Montclair families spend Halloween night?

Montclair Center "Trick or Treat Downtown"

Downtown Montclair goes all in on Halloween night. Businesses along Bloomfield Avenue and Church Street display an orange "Halloween Stop" poster and hand out candy, with 75 or more shops and restaurants participating in a good year. It is the rare downtown event that works for a toddler and a preteen at once, and it is free.

Saturday, October 31, 3 to 8 p.m.   Bloomfield Avenue & Church Street, Montclair   Free

Montclair Police Department Trunk-or-Treat

Hosted with the Montclair Police Foundation, this is a classic trunk-or-treat in the rear parking lot of police headquarters, a controlled, well-lit loop that is perfect for younger kids who are not ready for open neighborhood streets. Decorated trunks, officers in costume, and candy, all free.

Saturday, October 24, 1 p.m.   647 Bloomfield Ave, Montclair (rear lot)   Free

Is Turtle Back Zoo's Howl-O-Ween worth the ticket?

Howl-O-Ween at Essex County Turtle Back Zoo

West Orange's headline event is the county zoo's Howl-O-Ween on Halloween night: candy stations set up around the grounds, stilt walkers, shows, arts and crafts, and games. It runs rain or shine, which is smart planning for an October day in New Jersey, and it is a gentler, well-lit alternative to open neighborhood streets. The zoo's regular hours that day run 10 a.m. to 1 p.m., then Howl-O-Ween entry opens at 4 p.m. Come in costume and bring a reusable candy bag.

Is it worth the ticket? For a toddler or a family that wants a guaranteed, supervised candy loop, yes. If your kids are older and want the full neighborhood crawl, save the $5 and let the streets do the work.

Saturday, October 31, 4 to 8 p.m.   560 Northfield Ave, West Orange   About $5 per person (storytime extra; confirm on the zoo's events page)

What's happening in Bloomfield for Halloween this year?

Bloomfield has the fullest calendar of the three towns this year, with events spread across the two weekends before Halloween. Here is what is confirmed:

Bloomfield Lions Club Halloween Parade

The town's classic Halloween morning parade: costumed kids line up at the elementary school and march to the Borough building. It is free, it is over before lunch, and it is a warm way to kick off the day before the evening trick-or-treat crawl through Bloomfield's family-dense streets.

Saturday, October 31, 10 a.m.   Forms at Bloomfield Elementary School, ends at the Borough building   Free

Skyline Trunk-or-Treat

A free, no-registration trunk-or-treat with decorated cars, games, and photo ops at the Skyline community on Watchung Avenue. Arrive in costume and wander the trunks at your own pace.

Sunday, October 25, 12:15 to 2:30 p.m.   498 Watchung Ave, Bloomfield   Free

Boooo-mfield 5K

A Halloween-themed, chip-timed 5K through Watsessing Park starting and finishing at 23 Skiddoo Cafe in the Watsessing neighborhood. There is a kids dash, a 5K, and an AfterBOO party, with entry including a t-shirt, finisher medal, and swag. Proceeds support the Friends of Watsessing Park Conservancy and Bloomfield High School cross country and track. It also falls on the cafe's farewell weekend, so it is a bittersweet chance to show up for the Watsessing corner; the full background is in the 23 Skiddoo Cafe story.

Saturday, October 24: kids dash 9 a.m., 5K 9:15 a.m., AfterBOO party 10 a.m.   33 Carteret St, Bloomfield (starts/finishes at 23 Skiddoo Cafe)   Registration around $38

Bloomfield Halloween Party & Costume Contest at the Farmers Market

Hosted by Bloomfield Parks, Recreation and Cultural Affairs with the Bloomfield Public Library and Foundation, this is a free costume contest for adults and kids plus games, treats, and prizes in the library courtyard. It is the perfect mid-week warm-up before the big night.

Tuesday, October 27, 3:30 to 6:30 p.m.   Bloomfield Farmers Market, 90 Broad St, library courtyard   Free

When should trick-or-treating start on Halloween night?

Towns in Essex County often publish recommended trick-or-treat hours, so check your township's calendar first. As a rule of thumb, the flow starts at dusk, around 5:30 to 6 p.m. on October 31, and winds down by 8 p.m. The porch light rule is the whole system: light on means you are open for business, light off means you are out. Scope your block on the weekend before Halloween so you know which houses go all out, and have a rain plan, because October weather in Northern NJ is a coin flip.

What should new NJ families know before Halloween weekend?

For families who just moved from NYC, Halloween is the single easiest night of the year to meet your street. Everybody comments on the new family, and it costs you a bag of candy. If you are still house hunting, treat the night as free market research: walkable blocks with heavy trick-or-treat traffic are family-dense and community-minded, and a downtown that dresses up for Halloween, like Montclair Center, has an active business district rather than a dying one.

This is also the moment to look at the towns themselves if you have not yet picked one. Start with my Bloomfield neighborhood guide, the West Orange neighborhood guide, or the Montclair neighborhood guide, and picture your kids trick-or-treating on those streets a year from now. For everything else about settling in, from car registration to utilities, my first 30 days settling-in guide covers the transition.

And once Halloween is over, the season rolls straight into the holidays: the town tree lightings and holiday markets are already taking shape, and I have the full rundown in my 2026 holiday season guide.

The bottom line

October 31, 2026 is your first chance to see what an Essex County Saturday night really looks like. Pick a downtown event in Montclair, the zoo in West Orange, a parade or trunk-or-treat in Bloomfield, or just walk your own block with a bucket and a smile. For families who just moved, it is the fastest way to feel like you belong. For families still deciding where to land, it is the best free tour of the year.

If you are planning a fall move and want to see neighborhoods while they are at their most beautiful, I will walk you through it. No pressure, just a real look at where your family could call home.

Thinking about a move before the holidays?

Let's book a tour of Bloomfield, West Orange, or Montclair while the neighborhoods are at their best.

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