Halloween 2021 Events & Activities - Stamford Moms

Get your Halloween costumes ready and cue the Halloween festivities! We are so excited about all of the spooktacular family friendly activities and events happening between now and October 31! Scroll down for a list, and if an event requires registration… be sure to register right away, before spots fill up!

Homes with Fun Decorations to Drive By!

Sanford Lane, Stamford (always a big hit!)
Vine Road, Stamford (big skeletons in the yard!)
Hubbard Avenue, Stamford (fun inflatables!)
Interlaken Road at the corner of High Ridge Road, Stamford (a little scary)
Hazlewood Lane, Stamford (scary)
Three Lakes Drive, Stamford
Cold Spring Road, Stamford
Corner of Minivale and Gaymoor, Stamford
Rockrimmon Drive (off of Rockrimmon Road), Stamford
The top of Pepper Ridge Road off Red Bird Road, Stamford (show lasts about 15 minutes is broadcast the soundtrack over FM radio)
Tapping Circle, Milford
Wepawaug Drive, Milford
Banks Road North, Fairfield
Winthrop Avenue, Norwalk


Mini Fall Drive-Thru and Hay Maze
Stew Leonard’s Norwalk
Open Daily

The Dinosaur Place Pumpkin Passage
The Dinosaur Place, 1650 Hartford-New London Turnpike, Oakdale, CT
Friday, Saturday & Sunday, 5 p.m. – 9 p.m.
Family-friendly Halloween experience by exploring nearly a half mile of trail decorated with Halloween lights and sights instead of frights.

Boo At The Zoo
Bronx Zoo
Saturdays & Sundays until October 21 & Monday, October 11, 10 a.m. – 2 p.m.
Magic & mind reading, pumpkin carving, candy trail, costume parade, halloween crafts, pumpkin trail, extinct animal graveyard, spider maze, Halloween show.

The Blaze Hudson Valley
Van Cortlandt Manor, Croton-on-Hudson, NY
Through November 21
Pre-registration required!

CAMP Store, SoNo Collection
October 15, 22 & 29 3 p.m. October 23, 1 p.m. October 31, 11:30 a.m.
Decorate a special pumpkin that will stay awesome and sparkly-looking all season long.
Not So Scary Scavenger Hunt
The SoNo Collection
Saturdays & Sundays, noon – 4 p.m. (October 16 – October 31)
An indoor immersive experience designed for kids 10 and under. Encounter goofy creatures, bewitching tricks, some challenging tasks, and make some new friends along the way.
Trick or Treat at the Farm
Stamford Museum & Nature Center
10 sessions for 40 children each between October 22 & October 31
Put on your costume and come for our trick or treat hunt on Heckscher Farm. Check in and pick up your scavenger hunt for the farm! Go in any order you’d like throughout the farm to find all needed stations.
Pumpkin Decorating
Darien Nature Center
October 26, 28th & 29th, 3:30 p.m. – 4:30 p.m.
Outdoor creative fun for the whole family! Using natural materials gathered from Cherry Lawn Park, you will create festive decor pumpkins for Halloween.

Trick or Treat
Stew Leonard’s Norwalk
Wednesday, October 27, 4 p.m.
Children ages 8 and younger are invited to dress in their costumes and come to Stew Leonard’s in Norwalk to go trick-or-treating. Clear goodie bags will be given to children to collect their candy as they visit trick-or-treating stations throughout the store. Stew Leonard’s famous characters, including mascot Wow the Cow, will be available for taking socially distant photos with the children.

Halloween Party
Tumble Jungle Norwalk
Friday, October 29, 4 p.m. – 5:30 p.m.
Play, craft and pizza with a best costume contest!
Pre-registration is required!

Movies in the Park: Halloweentown
Mill River Park
Friday, October 29, 6 p.m. – 8:30 p.m.
Showing the Disney Channel classic, Halloweentown to kick off our Halloweekend. The Snackbox will be open for concession including Marlie’s Famous Hot Cider, hot dogs.

Outdoor Family Movie Night: The Nightmare Before Christmas
The Darien Library
Friday, October 29, 6 p.m.
Movie begins right after sunset.
Register here!
Boys & Girls Club of Stamford’s Halloween Drive Thru
347 Stillwater Avenue, Stamford
Friday, October 29, 6:30 p.m.
Drive through for a bag of candy and Halloween art activity!
The Palace Theatre
Friday, October 29, 7 p.m.
Spooks, specters, and scaredy-cats contort and cavort through a high-flying circus of a scare. Vampires soar, skeletons stagger, and acrobatic cats romp through a humorously haunted bazaar of the bizarre. Indulge your inner eerie in Spooktacular , a family-friendly, bone-chilling delight!
Stamford Twin Rinks
Friday, October 29, 8:45 p.m. – 10:15 p.m. & October 30, 12:30 p.m. – 2 p.m.
Best costume contest, giveaways, snacks & refreshments.
Register in advance, here!
Jumping Jams Halloween Party
Saturday, October 30
9:30 a.m. – 10:15 a.m at the Old Greenwich Civic Center. Register here!
11:30 a.m. – 12:15 p.m. at the New Canaan Historical Society. Register here!
This is a Halloween version of the “Hoppin’ Music Class”! Jason will play all of the class favorites plus some Halloween jams to rattle your bones. Everyone is encouraged to wear a costume and every child will receive a goody bag (no candy)!
Pre-registration is required here!
Halloween at Wright Tech
JM Wright Technical High School, 120 Bridge Street
Saturday, October 30, 10 a.m. – 1 p.m.
Free entry with suggested donation of a children’s book. Entertainment, treats, costume parade and contest, games and crafts!
Creepy Eye Ball Cake
Nora’s Ovenworks
Saturday, October 30, 11 a.m. – 1 p.m.
1st – 5th grade
Register here!
Halloween Happenings
Bartlett Arboretum
Saturday, October 30, 11 a.m. noon & 1 p.m.
Enjoy Halloween at the Bartlett in your Halloween costumes! For this FREE outdoor event, they will have Halloween-related crafts, a fun scavenger hunt around the Great Lawn, and other fun Halloween themed activities. After completing the scavenger hunt, each child can collect a bag of goodies to take home!
Pre-registration is required here!
Cisco Brewers Halloween Fun
Cisco Brewers the Village
Saturday, October 30, noon – 4 p.m.
Come in costume for pumpkin painting, Halloween activities, music and more!

First United Methodist Church Trunk or Treat
First United Methodist Church, 42 Cross Road, Stamford
Saturday, October 30, 2 p.m. – 4 p.m.
Put on your Halloween costume and join for trunk or treating. Click here for a registration form, if you’d like to decorate your trunk and pass out candy!

Trunk or Treat
The SoNo Collection
Saturday, October 30, 2 p.m. – 4 p.m.
Free & open to the public to attend.
Get Your Race On With One Tough Cookie, Halloween Edition
Saturday, October 30
Register a spooky character in the race for $5! If your character crosses the finish line first, you win! All proceeds from the race will go towards funding the remainder of One Tough Cookie’s care packages for the year, as well as helping us create care packages for children and caregivers at the Hasbro Children’s Hospital in Rhode Island, which are scheduled to start delivering bags to in January 2022.
Flick & Treat
Stamford Recreation Star Center, 1170 Shippan Avenue
Saturday, October 30, 5 p.m. – 8 p.m.
The all-ages family-friendly drive-in showing of “CoCo” that includes friendly games and trick or treating will keep the fun traditions and excitement of Halloween alive in a safe and engaging way. Bring your best Halloween costume, an extra hand to distribute candy from the car, and a mind ready for excitement.
The entry fee to participate will be $25 per car
Trick or Treat Night
The Dinosaur Place, 1650 Hartford-New London Turnpike, Oakdale, CT
Saturday, October 30, 5 p.m. – 9 p.m.
Honey Joe’s Halloween
Sunday, October 31
All day with storytimes, 11 a.m. – 3:30 p.m.
Drop in play, storytime, crafts & coloring, trick or treat… costumes encouraged
Saturday Marketplace & Kids Craft at Designs by Lee
Sunday, October 31, 11 a.m. – 3 p.m.
Fun kids’ Halloween craft, trick or treating, local vendors and Halloween book reading!
Nora’s Ovenworks
Sunday, October 31, 11 a.m. – 12:30 p.m.
In this class parent & me, we will do a Haunted Halloween House! Ages 2-4 years.
Pre-registration required!
Castle Hill Farm Trick or Treat
Castle Hill Farm, Newtown, CT
Sunday, October 31, 11 a.m. – 2 p.m.
Music, food truck and animals.
Trick or Chic
The SoNo Collection
Sunday, October 31, 11 a.m. – 3 p.m.
Music, characters, candy and more!
Trick or Treat at 16 Handles
16 Handles, 219 Bedford Street, Stamford
Sunday, October 31
Grandpa Ben’s Treat Trail
Silverman’s Farm
Sunday, October 31, 2 p.m. – 4:30 p.m.
FREE to any children in costume, ready to trick or treat!
Halloween Celebration
Mill River Park
Sunday, October 31, 2 p.m. – 4 p.m.
Tricks, flicks & treats! Children are encouraged to wear their costumes!
Pre-registration required

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