Family-Friendly Trunk-or-Treat Events on the Connecticut Shoreline

October on the Connecticut shoreline means it’s time for spooky fun, and nothing says Halloween quite like a good old-fashioned trunk-or-treat. From decked-out car trunks to candy galore, trunk-or-treat events are perfect for families looking for a safe and festive way to celebrate Halloween. This year, the shoreline is brimming with kid-friendly events that combine costumes, candy, and community spirit. Here’s a rundown of all the must-visit trunk-or-treat happenings this October 2024.

 

 
 

October is the perfect time to explore the festive charm of the Connecticut shoreline with your family. These trunk-or-treat events are packed with seasonal fun and spooky delights, giving your little ones an unforgettable Halloween experience.


 

1. 5th Annual Trunk or Treat at Rocky Neck State Park

When: October 19
Where: Middlefield, CT
Join the fun at the 5th Annual Trunk-or-Treat on Saturday, October 19th, at Rocky Neck State Park, where the shoreline meets Halloween spirit. This beloved event invites families to explore creatively decorated trunks while kids in costumes gather candy against the stunning backdrop of coastal scenery. With crisp autumn air and the park’s natural beauty in full display, it’s the perfect blend of outdoor adventure and festive fun, making it a fall tradition not to miss.

Visit the events page to learn more


2. New London Halloween Town

When: October 18
Where: New London Waterfront Park, New London, CT
Set against the scenic backdrop of the New London Waterfront Park, Halloween Town returns on October 18th for a night of coastal charm and spooky celebration. This family-friendly event transforms the waterfront into a lively Halloween village, complete with trick-or-treat stations, local food trucks, and costume contests for all ages. From the eerie glow of jack-o’-lanterns to the playful sounds of live music, Halloween Town captures the essence of fall in New England, blending history and tradition with just the right touch of whimsy. Don your finest costume and prepare for an unforgettable evening by the sea.

Visit the events page to learn more


3. Guilford Spooktacular

When: October 27, 2024
Where: Guilford Green, Guilford, CT
Get ready for an unforgettable day of autumn revelry at the Guilford Halloween Spooktacular, happening Sunday, October 27th, on the historic Guilford Green. This charming New England town pulls out all the stops with pumpkin carving, costume parades, and a trunk-or-treat for the kids, set against the backdrop of centuries-old trees in peak fall color. Expect live music, local vendors, and an abundance of seasonal treats. It’s the perfect blend of small-town festivity and spooky fun, making this event a must for families and Halloween enthusiasts alike.

Visit the events page to learn more


4. Mystic Halloween Parade & Trunk or Treat

When: October 27
Where: Downtown Mystic, CT
This October, the seaside charm of Mystic meets Halloween magic at the Mystic Halloween Parade and Trunk-or-Treat, taking place on Saturday, October 27th in Downtown Mystic. Families can enjoy a lively parade through the historic streets, followed by a trunk-or-treat where local businesses and residents transform their vehicles into festive displays. With the Mystic River as the backdrop and the town’s fall foliage in full bloom, this event offers a perfect mix of tradition, community spirit, and Halloween fun.

Visit the events page to learn more


5. MadisonTrunk or Treat

When: October 31
Where: Town Green, Madison, CT
Get your costumes ready for a spooktacular time at Madison’s 13th Annual Trunk or Treat on the Green! 🎃 On October 31st from 4 to 6 p.m., the Green will transform into a Halloween wonderland where cars are decked out, candy is plentiful, and the fun is nonstop. Whether you're a tiny ghost, a superhero, or a classic witch, there’s a treat-filled trunk waiting for you. Don’t miss out on the chance to show off your costume, grab some goodies, and enjoy a fang-tastic community celebration! 👻 All ages welcome—see you there!

Visit the events page to learn more


Tips for a Fun and Safe Trunk-or-Treat Experience

  • Bring a Bag or Bucket: Be sure your little ones have something to hold all the candy and goodies they'll collect.

  • Costumes are Encouraged: Make the most of the event by dressing up in costumes that are fun and easy to move around in. Bonus points for family-themed outfits!

  • Get There Early: These events can get busy, so plan to arrive early to avoid long lines and get the best parking spot.

  • Keep It Safe: Make sure your child’s costume is easy to see in the dark, and keep an eye on them as they move from car to car.

 

 

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