Halloween Events in Fairfield County, CT (2026)
Trunk-or-treats, parades, haunted houses and costume parties across Fairfield County, in the order they are happening.
GuidesFall festivalsHalloween
Halloween Costume Drive
Oct 1, ThuPlease donate custumes for all ages for our friends at Open Doors
“Last Meeting in Millbrook” – An Immersive Historical Vampire Tale
Oct 2, Fri7PMThe Wilton Historical Society is thrilled to be partnering with Escapism Productions for an upcoming immersive historical theatre experience! This immersive production is performed at the Wilton Historical Society.…
🎷Frandango 2-5pm 🎟️Hocus Pocus Music Drag Show 6:30pm
Oct 3, Sat🌮The Mason Jar Exchange 🍕Dough Boy Pizza Truck 🎷Frandango 2-5pm 🎟️Hocus Pocus Music Drag Show 6:30pm LEGEND 🌮 Food Truck 🎷 Free Music 🎟️ Ticketed Event
Glow in the Park – Halloween
Oct 3, Sat4PMHalloween Glow in the Park welcomes visitors of all ages to an evening of climbing, zipping, and swinging through the trees under glowing lights while Halloween music plays overhead. Both children and adults will find…
Enchanted Halloween Princess Party
Oct 4, Sun10AMLive musical performances. Dance Party. Trick or Treat Costume Parade. Magical photo ops with 4 princesses.. Come dressed in your favorite Halloween Costume and join us for a magical morning the entire family will enjoy.
The New England Vampire Folk Belief: The Archaeological Evidence
Oct 8, Thu7PMIn New England, beginning in the latter part of the 18th century, and continuing through the 19th century, scores of corpses were exhumed and mutilated, sometimes partially consumed, in a desperate attempt to stop the…
Free Halloween Costume Exchange
Oct 16, Fri4PMCome grab a FREE Halloween Costume for kids and adults. Check out our website for donation drop off days as well.
Halloween Costume Exchange (Friday)
Oct 16, Fri4PMDONATION DAYS (more to come): Wilton Farmers’ Markets: 10/7 and 10/14 11am – 3pm Wilton Town Green Find our green tent! DAY OF EVENT: BYO Bag for shopping This is a community event with the goal of highlighting the…
Halloween Costume Exchange (Saturday)
Oct 17, Sat9AMDONATION DAYS (more to come): Wilton Farmers’ Markets: 10/7 and 10/14 11am – 3pm Wilton Town Green Find our green tent! DAY OF EVENT: BYO Bag for shopping This is a community event with the goal of highlighting the…
Trunk or Treat
Oct 17, Sat12PMCome to the 2nd annual Trunk or Treat event for an afternoon of trick-or-treating among decorated trunks, vendor booths, information tables, and activities for the whole family and friends. Admission is free, and…
Books & A Blanket (Halloween Edition)
Oct 18, Sun10AMOur fun continues with the Wilton Library and Wilton Land Trust.
Halloween Books & A Blanket
Oct 18, Sun10AMImmerse yourself in nature and join us for the books and a blanket series. Bring your blanket and enjoy a relaxing story, some arts and crafts, and a hands-on environmental learning experience.
Free Family Drop-In: Halloween Theme
Oct 18, Sun2PMHalloween crafts and a story for all ages, presented with the New Canaan Library. Celebrate the Annual Member Show and enjoy the art in the gallery. Miss Rebecca will share a special story! After the story, families…
Haunted Gingerbread House
Oct 18, Sun2PMBuild a haunted house from graham crackers and Halloween candies at this event where you'll construct your own edible creation alongside family and friends. The gathering features Halloween music and guests are welcome…
Lunch & Learn: Dr. Scott Moore on Witch Trials in CT and VA
Oct 20, Tue12PMBring your sandwich, soup, salad or snack and join us for a Lunch & Learn with historian Dr. Scott Moore, Professor of History at ECSU. Scott will explore the witch trials in Connecticut and Virginia 🔍. Learn how…
Ghosts & Spirits at the Mansion
Oct 22, Thu6PMLockwood-Mathews Mansion Museum will present Ghosts & Spirits at the Mansion, three evenings of immersive theatrical tours produced in collaboration with ArtSynergy Productions. This special after-hours experience…
Accused! Fairfield's Witchcraft Trials Tour
Oct 22, Thu6:30PMIn 17th-century New England, religious beliefs and folk traditions instilled deep fears of magic, evil, and supernatural powers. Feel your spine tingle on this special tour experience that unravels the mysteries of…
Ghosts of Ridgefield
Oct 23, Fri5PMEvening ghost-story program across the Keeler Tavern campus, Friday through Sunday, 5 to 7 p.m. KTM&HC's annual ghost tours start Friday, October 23rd through Sunday, October 25th only. Explore our historic site…
Spookytown Variety
Oct 24, SatOut of a Box Puppetry presents a puppet variety show featuring marionettes, hand puppets, and masks with Halloween characters including ghosts, Dracula, skeletons, and witches. Suitable for families and children who…
Stew's Spooktacular Costume Breakfast
Oct 24, Sat9:30AMJoin the team at Stew Leonard's in Norwalk for a Spooktacular Costume hosted by our costumed characters! Stew's culinary team will offer a buffet style breakfast! Kids of all ages are encouraged to wear their Halloween…
Haunted Candy House Workshop
Oct 24, Sat10AMBuild a spooky candy house from recycled materials and sweets; registration required.
Halloween Nightfair Pre-Party
Oct 24, Sat11AMThe SoNo Collection is hosting a Halloween celebration featuring trick-or-treating, pumpkin painting, face painting, and music from a spooky DJ.
Halloween Nightfair 2026 (all ages)
Oct 24, Sat2PMWashington Street transforms into a fall festival with activities for all ages including pumpkin painting, face painting, trick-or-treating, and a costume contest with cash prizes. Browse 60+ vendors selling seasonal…
Not So Spooky Anymore
Oct 24, Sat3PMMeet live owls, ravens, snakes and tarantulas with Christine's Critters and explore the Discovery Den.
Halloween Candy Crawl
Oct 25, Sun11AMThe fifth annual Stamford Moms Halloween Candy Crawl: come in costume, trick-or-treat at participating stores (look for an orange balloon), meet Elmo & Cookie Monster and Elphaba & Glinda, craft stations, face…
Halloween on the Green
Oct 25, Sun12PMTenth annual family Halloween event with trick-or-treating, giveaways, food vendors and a bounce house. Cancelled if the weather is bad.
Waterbury Symphony Orchestra Presents: The Haunting of Edmond Town Hall
Oct 25, Sun2PMDoors 1:00pm, Show 2:00pm The Haunting of Edmond Town Hall, A Most Menacing Musical Experience Celebrate the spooky season as WSO Conductor Leif Bjaland leads a 30-piece ensemble in a captivating blend of eerie…
Trunk or Treat
Oct 25, Sun3PMCome one, come all for loads of fun a treats!
Jack O'Lanterns on the Green
Oct 30, FriThe Redding Garden Club's Jack O'Lanterns on the Green, October 30 and 31. Pumpkin drop-off anytime on the Redding Town Green.
Halloween Parade
Oct 30, Fri11AMChildren and costumed participants are invited to join a Halloween parade through the Community Center with the Newtown Senior Center. The parade will feature festive music as participants move through the halls…
Live 3 Course Halloween Themed Chef Competition
Oct 30, Fri6:30PMCome and experience a night like nothing else as you watch two chefs face off in a 3 course battle, "Iron Chef" style. We will provide some light snacks upon arrival then watch as each chef will receive…
Half Full Brewery 14th Anniversary Halloween Party
Oct 30, Fri8PMTicketed anniversary party with a four-hour open bar, buffet, live music and costume contest.
FTC's Halloween Bash
Oct 30, Fri8PMHalloween starts a night early at The Warehouse. Come in costume and take over the dance floor as MC Paul Herman and the Press Play crew spin Halloween anthems, throwback favorites, and the songs that keep a party…
The Grand Slambovian Halloween Ball
Oct 30, Fri8PMA rockin’ spellbinding night of magick, music and spooky fun on Halloween weekend features haunting Slambovian tunes, spooky tales, ‘Special Ghosts, and more! Often called an “Americana Pink Floyd,” the Slambovians’…
Oddities Flea Market: CT Halloween Market
Oct 31, Sat11AMThe Oddities Flea Market returns to Foolproof Brewing in Bridgeport for a one-day Halloween market celebrating the weird, wonderful and macabre, with Foolproof beer on tap. VIP - DOORS OPEN 11 AM: VIP offers early…
Trunk or Treat w/ the Ridgefield Police Department
Oct 31, Sat5PMTrunk or Treat The Ridgefield Police Department will host their annual Trunk or Treat Halloween outdoor event from 5:00pm-8:30pm. This event is FREE and intended for children of all ages.
Halloween with Scratch
Oct 31, Sat9PMMusic and Event Schedule On Our Patio, Weather Permitting