Content Top Jagged Edge

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

Main Street
Chester, CT 06412

Snapshot


Rating
Details
  • Free Parking
  • Touching Not Allowed

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!

PLAY GAMES = WIN PRIZES!

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.

- open date
Hours of Operation Halloween Carnival - Friday, October 24
6 PM - 8:30 PM
Event last updated 247 days ago. Please confirm dates on attraction website before you go.

Nearby Attractions

Reviews

Halloween fun for kids and adults

VERIFIED

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.

September 2023

Fun Factor
Haunt Value
Scare Factor

Share Your Experience

Overall Rating *
Click to rate
No caps or profanity
Optional
For verification only, will not be displayed
Date Visited *
Fun Factor *
Click to rate
Haunt Value *
Click to rate
Scare Factor *
Click to rate

Top

Get More Info

Haunt Owners

Visitors to This Page: 7,157
Clicks to Attraction Website: 760
Last Edit to Your Listing: Sep 23, 2025

All information on this page was submitted to Long Island Haunted Houses and was believed to be accurate at the time it was posted. Please report any inaccuracies here.

© 2008-2026 CTHauntedHouses.com
Connecticut's Halloween Entertainment Guide

Newsletter

Sign up for our Halloween guide newsletter!