Halloween Night in Kent CT with Rob and Sheri Moon Zombie
Kent, Connecticut Transforms into a Halloweentown on October 31st!
Main Street Kent hosts a full evening of spooky fun — trick-or-treating, a Thriller flash mob, Trunk or Treat, and a costume contest judged by Rob & Sheri Moon Zombie!
Kent, CT — This Halloween, the charming town of Kent, Connecticut is turning into a spirited hub of frightful fun for all ages! From trick-or-treating and a “Thriller” flash mob to a full costume contest with celebrity judges, Halloween Night in Kent promises to be the can’t-miss celebration of the season.
A Night Packed with Spooky Fun
The festivities kick off Friday, October 31st, as the whole town lights up with Halloween excitement. Local businesses will stay open late, inviting trick-or-treaters and families to enjoy a safe and spirited evening downtown.
Early Evening Onward – Trick-or-treating through Kent’s Main Street as shops and restaurants open their doors for candy and spooky surprises.
5:00 PM – Kent “Trunk or Treat” in the Webster Bank parking lot on North Main Street — a family-friendly favorite where decorated cars hand out treats & Hayrides with volunteers from CAMA.
7:00–7:15 PM – Don’t miss the annual “Thriller” Flash Mob, when local students from Kent Center School, Marvelwood and South Kent School take to the Golden Falcon lot to recreate Michael Jackson’s iconic moves.
All Evening – Town-wide decorations, festive lighting, and a lively Halloween atmosphere that brings together businesses, families, and visitors from across the region.
The Main Event: Kent’s Halloween Costume Contest
At 7:30 PM, the energy shifts to 45 On Main, where the Kent Halloween Costume Contest begins.
This year’s contest is extra special — with guest judges Rob Zombie and Sheri Moon Zombie awarding prizes for the Scariest, Funniest, and Most Creative costumes across categories for Kids, Adults and Pets.
Participation is free, but attendees are encouraged to donate to the Kent Food Bank, with Rob & Sheri matching all donations dollar for dollar. Expect laughs, shrieks, and jaw-dropping costumes as the community competes for limited-edition Zombie-designed trophies.
Location: 45 On Main Coffee, 45 North Main Street, Kent, CT
Register Free: ticketsignup.io/TicketEvent/Halloween
8:30 PM – A Halloween Surprise at The Morrison Gallery
Make a Night or even a weekend of It
Kent’s restaurants, cafes, and shops will be open late for Halloween night. Visitors can also stay locally at one of the Inns or Boutique Lodgings.
Parking is available throughout town and at Kent Green. Some side roads will close for pedestrian safety, and town volunteers will be on hand to help with traffic and crossing.
The Kent Halloween events are hosted in collaboration with the Kent Chamber of Commerce and local volunteers. This night of spooky celebration is more than just fun — it’s about community, creativity, and giving back
About the Event
Halloween Night in Kent has grown into one of Litchfield County’s most beloved seasonal traditions — blending small-town charm with big Halloween energy. From family fun to frightful costumes, this is one event that will leave everyone saying... “See you next year!”
