Not-So-Scary Halloween Fun in Connecticut Last Updated 10/19

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With historic graveyards and real life haunted mansions, Connecticut has Halloween spirit to spare. But if you have a child spooked by things that go bump in the night, October could be a reason to hide under the bed! Have no fear, from slimy surprises to pumpkin patches, read on to discover the best events across the state that offer more treats than tricks. Make sure to check out the Mommy Poppins Ultimate Connecticut Halloween Guide for more seasonal family fun. 

Central Connecticut

  • Pumpkintown, USA — East Hampton
    Pumpkintown USA (pictured above) is not just Connecticut’s premiere “non-scary fall destination”, it is also one of Yankee Magazine’s Top 5 Pumpkin Festivals in New England! For six weeks a year, 25,000 people visit the small town of East Hampton just to say hello to the over seventy Pumpkinhead residents. During your visit, you can tour the Village by foot, take a hayride through Pumpkintown Forest, and buy some Pumpkintown Candy Corn in the Harvest Shop.
  • Not-So-Scary Halloween Hay Rides —East Haddam
    Every once in a while, you get to do something really fun with your family AND support a great cause. The Not -So-Scary Halloween Hayrides at Ray of Light Farm let you do just that. This non-profit organization rehabilitates all sorts of animals from alpacas to zedonks and everything in between. Lucky for us, they decorate the grounds for Halloween and invite you on a spooky hayride that is intended for younger children. Along the trail you will be greeted by characters that tell stories and pass out treats.
  • Kid-Friendly Halloween Hayrdies - West Simsbury
    The actors and candy are ready for all those who want to have some Halloween fun during Flamig Farm's annual Halloween Hayrides.
  • Halloween Stroll & Pumpkin Carnival — West Hartford
    West Hartford City Hall parking lot comes alive for Halloween the only way Connecticut knows how, with live music, costume competitions, snacks, entertainment, games, and a firetruck. In other words, the Halloween Stroll & Pumpkin Carnival has all the makings of good ol’ hometown fun! Participants can stroll through the Square and Center to trick-or-treat a participating local merchants.

Along the Shore

  • Stepping Stones Museum for Children - Norwalk
    During the Tricks and Treats Week, the BOO-seum for Children welcomes all ages for week-long festivities full of fun, exciting experiences that are sure to inspire and delight.
  • Connecticut's Beardsley Zoo - Bridgeport
    Come see the Scarecrows on Parade on the Greenhouse Lawn, and then vote for your favorites at Boo at the Zoo on October 28, 2019.
  • Spooky Nature Trail — Mystic
    Grab your flashlights and head to the Denison Pequotsepos Nature Center’s Spooky Nature Trail for a self-guided tour past wild animals, Jack-o-lanterns and other (mildly) frightful and delightful creatures. There’ll also be spooky crafts for children, games and visits with the Nature Center’s resident snakes, turtles, and frogs. Preregistration recommended.  
  • Shoreline Trolley Pumpkin Patch — East Haven
    The Shoreline Trolley Museum is home of the oldest continuously running suburban trolley line in the country. During the month of October, you can enjoy picturesque foliage while you ride in a vintage trolley car decorated for the season! When you arrive at the Shoreline Trolley Museum Pumpkin Patch, your little pumpkin will get to decorate their own little pumpkin to take home. This event is perfect for any train-loving child.

In the Western Hills

  • Kent Pumpkin Run—Kent 
    For 42 years, runners have been attempting to “conquer the cobble . . in a costume!” The 5K Kent Pumpkin Run features a kids’ fun run, music, refreshments, and some good old fashioned Halloween fun on the Green. Awards will be handed out not only for best time - but, also for most creative costume. So, there’s hope for all who join in on the fun!
  • Hobgoblin Fair at Roaring Brook — Canton 
    Every year, on the Saturday before Halloween, during the Hobgoblin Fair, the hobgoblins come out to play at Roaring Brook Nature Center in Canton. Come in your costume and enjoy crafts, face painting, and a “track-and-treat” trail through the woods will entertain kids. This event is recommended for children 3-8.

Photo Credits: Teri Pretash, Kent Chamber of Commerce.

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