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Chester's Annual Halloween Town: Trick-or-Treating, Carnival + Cemetery

  • Main Street
  • Chester, CT
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  (1 review)
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Halloween Festivals & Parades, Safe Trick or Treating
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Chester’s Annual HALLOWEEN TOWN Night!!!

You’re invited!!!! Open to the public, this year’s Chester Elementary School PTO's Halloween Spectacular in downtown Chester is sure to be the best one yet. Bring your lively spirit and best costumes for an evening of fun + community celebration for the entire family, including a costume parade, costume contest, carnival games, haunted cemetery, trick-or-treating + DJ and dancing.

Admission to the Carnival area downtown is FREE, with tickets sold (CASH ONLY) for a spook-tacular array of games and EVEN MORE festive food and drinks than last year, including, of course, spooky cupcakes!


FREE activities include the Children’s Costume Parade, led by Chester’s Fife and Drum Corp, Costume Contest, Trick-or-Treating at the Merchants, Music by DJ Gary Torello of the Chester Rotary, as well as Scary Stories performed by Miss Judy inside at The Villager at designated times.

+ Enjoy the HAUNTED CEMETERY Walking (or running away!) Trail ... The ghosts of Laurel Hill Cemetery will be rising from their graves in search of new souls. What will you see lurking in the shadows on these haunted grounds? Are you ready for a ghostly good time? Beware, you never know who or what might show up. Tickets are just $7 per person (CASH ONLY) to walk the Haunted Cemetery Trail!

TO BEGIN! accompanied children are welcome to meet at Aaron Manor for TRUNK-OR-TREATING.

Accompanied children are welcome to meet at Chesterfields for TRICK-OR-TREATING WITH RESIDENTS.

To walk in the CHILDREN’S COSTUME PARADE, meet at Chesterfields, 132 Main Street.

Meet in front of the DJ booth immediately after the parade into town to be part of the COSTUME CONTEST! Stroll around the flagpole to show off your outfit. 3 lucky winners will be announced afterwards and receive special prizes!!!

Many of the Merchants will remain open during the Carnival to pass out treats and be open for business.

Parent supervision is required!!

Chester Center and Laurel Hill Cemetery will be closed to all vehicles. Parking is available at St. Josephs, Chester Post Office, Old Essex Savings Bank and Maple & Main Public Parking Lot (access Maple & Main lot via Straits Rd. to Prospect or Maple streets.)

In the event of rain, the festivities will be relocated to Chester Elementary School, 23 Ridge Rd., Chester, CT and will not be open to the public.

This event is organized by the Chester Elementary School PTO. 100% of proceeds benefits the non-profit 501(c)(3) organization.

Hours of Operation: 5 PM - 8:30PM

Admission Costs: $5 per person Tickets: Cash Only. 1 Ticket = $1 12 Tickets = $10 Carnival Games = 1 Ticket per person/play
Some locations may have last minute updates due to changing circumstances. Please visit the attraction's website and/or social media before going to double-check that they are open.

Recent Reviews

  • Email Verified Halloween fun for kids and adults

    This is an event hosted by town merchants and the elementary school PTO. The Main Street is blocked off for the event which includes a costume parade, costume judging, music and dancing, performances (magic and musical), a Halloween scavenger hunt, Halloween themed carnival games, and a walk through the Laurel Hill cemetery (decorated with spooky scenes). Early hours are great for young kids (no aggressive scaring) but later times include jump scares. It is a fundraiser for the PTO with some pay for play activities and some that are free.

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    Posted September 2023

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Chester's Annual Halloween Town: Trick-or-Treating, Carnival + Cemetery
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