Halloween Traditions


Every town has “THE” neighborhood where at least one October 31st you and your child or (gasp) your child alone with friends will go trick or treating. Whether that is Salem Road in Weston, the Gault neighborhood in Westport or the “beach” in Fairfield or Westport, fun will be had and copious amounts of candy will be gathered.

Over the years, alternative ways of celebrating the holiday have emerged. Town centers offer Halloween parades with treats distributed by the stores and Trunk-or-Treating options have arisen out of concerns for safety. Non-profits have gotten into the Halloween business too, offering enjoyable events where proceeds benefit some great causes. Is this the year to start a new tradition?

 A Haunting at Mill Hill, Norwalk Historical Society 10/18-19, 10/25-26 7:30-8:30pm

 “Tour the Mill Hill Graveyard! Ghostly entities are waiting to share their true stories of death, murder, insanity and destruction. A murderous train conductor, a heroic soldier from the Battle of Norwalk, and a young girl who perished on the trolley tracks at Mill Hill are some of the ghosts you will encounter along the way.

At the end of the tour, take a photo with the spirits in the new “Hauntagram” Photo Booth…if you dare! Created by local haunted house and special effects experts, George Holomakoff and Greg Kling, bone-chilling surprises await!  Celebrate your survival with refreshments in the 1826 one-room schoolhouse. Suitable for ages 8 and up. “

Things that Go Bump in the Night, Wilton Historical Society 10/19 6-7:30pm

A spooky night for kids ages 8 - 12. Parents are invited to enjoy a glass of hard cider while waiting.  Co-sponsored by Kiwanis.

 Tokeneke Pumpkin Carnival (Tokeneke PTO) 10/19 (10-4pm)

For over fifty years, the Tokeneke Pumpkin Carnival has transformed the Tokeneke Elementary School, located on Old Farm Road in Darien, into a Halloween-themed haunted house and amusement park.  Kids of all ages can find seasonally theme games and activities, a wide variety of rides plus delicious food.

Halloween Parade Darien Community Association 10/25 10am

“Dress up your little ones and bring a bag for trick-or-treating at the doors of local merchants along the way to Tilley Pond. Then join us for snacks and a special show with our favorite magician “The Amazing Andy.” His magical talents will amaze you and your child, and his wonderful antics, humor and sleight of hand will keep even the youngest magic enthusiasts entertained. Meet at the parking lot next to the Darien Fire Station opposite Post Corner Pizza.”

Kidzfest Touch-a-Truck & More! Human Services Council 10/26 10 am — 3 pm

A Halloween event features over 50 vehicles that dig, climb, rescue, honk & fly. Costume parade (1pm), games, face painting, crafts, music, dancing and more.

$5 Entrance fee benefits Human Services Council, the Children’s Connection

Scare Fair, Weston Girls Scouts at Weston Historical Society 10/26

The Weston Girl Scouts create a spooky atmosphere in the antique barn and set-up a wide variety of games, crafts & activities, including kiddie land, moon bounce, cupcake and cookie decorating for all to enjoy. Costumes are encouraged.

There will be a Silent Auction with many creative baskets designed and donated by the Weston Girl Scout troops, and a wide variety of merchant and individual donations.

Halloween on the Green Fairfield Museum & History Center 10/27 12 – 4pm

“This family event, presented by the Fairfield Museum and the Town of Fairfield, will feature trick-or-treating, giveaways, performances, music, food trucks, bounce houses, games, hayrides, crafts, activities and more! The beloved Costume Parade begins at 1:00pm!”

Trunk or Treat Weston Women’s League 10/27 4 — 6pm

 Located in the secured parking lot of Weston Intermediate School, families decorate their own cars and pass out candy to trick or treaters. (Geared towards 10 and under.)

Hoot & Howl Darien Nature Center 10/28 4 — 6pm

“A not-too-spooky Halloween party will feature festive outdoor play, magic shows, children’s campfire stories, crafts, refreshments, face painting, games with prizes, s’mores, animal encounters, and more!”

 Main Street Halloween Parade Westport 10/29 3:30pm

The parade will proceed up Main Street, turn right onto Avery Place, then turn left on Myrtle Ave to Town Hall and Veterans Green. Children may trick-or-treat along Main Street and in Town Hall. 

Entertainment, refreshments and a small gift will be provided on Veterans Green across from Town Hall at 4 p.m.