Best Halloween Activities for Boston Preschoolers and Toddlers

There's painting at Pumpkin Palooza at The Lawn on D. Photo by Bianca Mauro
Halloween activities in the Greater Boston area for little kids

For little kids, Halloween is usually more about the treats than the tricks. The excitement is in getting dressed up for a costume parade, making decorations, and hitting the trick-or-treat trail with a pillowcase or pumpkin bucket in hand.

For fun, not-so-scary Halloween happenings in and around Boston this month, read on. While big brothers and sisters may want to be spooked (or even scared silly), these activities are for kids and families who just want the Halloween festivities to be sweet.

Spooky Haymaze at Wilson Farm—Lexington
Fridays-Sundays through October 27, 2019
FREE
The Spooky Haymaze at Wilson Farm is fun, free, and more silly than scary. Tip: the giant caramel apples for sale in the outdoor stands are very good for keeping the kids occupied during the wait in line for the ride.

Kids can dress up for Brick or Treat at Legoland Discovery Center. Photo courtesy of Legoland

Brick or Treat at Legoland Discovery Center—Somerville
Daily through October 27, 2019
Included with regular admission
Brick-or-Treat! Join Legoland Discovery Center Boston for some spooky fun. Take photos in a giant pumpkin patch, participate in a scavenger hunt, collect bricks and candy from different stations, and more. Buy your tickets online before you go to guarantee entry.

Not So Spooky Halloween at Edaville USA—Carver
Fridays-Sundays through October 27, 2019
$29-37 per person (ages 2 and up)
Guests are encouraged to come in costume and trick or treat at more than 90 rides and attractions. Edaville is a safe and fun environment to celebrate Halloween with the whole family. Make sure to come dressed in your costume, and bring along a trick or treat bag.

Halloween STEAM for Kids—Boston
Mondays through October 21, 2019
FREE
What's better than bubbling slime and flying ghosts? At this STEAM-themed series in Fenway, kids can get their fill of Halloween fun while parents have the satisfaction of knowing their learning something too! 

Jack O'Lantern Spectacular at the Roger Williams Zoo. Photo courtesy of Providence Warwick Convention & Visitors Bureau

Jack-o-lantern Spectacular—Providence, RI
Thursday, October 3, 2019 - Sunday, November 3, 2019
$15-18
Your littles won't believe their eyes when they show up to the Roger Williams Zoo only to see over 5000 glowing jack-o-lanterns lighting up the night. Discounted admission rates are offered on weekday evenings and be sure to keep an eye out for Family Fun Nights whcih have different themes (costumes encouraged!). 

Painted Pumpkins and Gourds—Arlington
October 5-6, 2019
$15 per person
Why carve a jack-o-lantern when you can paint a pumpkin or even a gourd? Kids can put their artistic skills to good use by decorating some seasonal produce and creating fun autumnal centerpieces.  

"Be Our Guest" at Hammond Castle—Gloucester
Saturday, October 6, 2019
$30-40
Little princes and princesses can get all dressed up for this special costume event at the historic Hammond Castle. Live musical performances, interactive activities, and dancing will surely make for a magical, kid-approved afternoon.

Boo at the Zoo & Zoo Howl—Stoneham and Dorchester
Boo at the Zoo - Stone Zoo: Saturday-Sunday, October 19-20, 2019
Zoo Howl - Franklin Park Zoo: Saturday-Sunday, October 26-27, 2019
Included with zoo admission
Visiting the zoo each October for its Halloween event is as much of a Halloween tradition for my family as trick-or-treating. Both Stone Zoo (pictured) and Franklin Park Zoo feature Halloween-themed enrichment for the animals (our favorite part), crafts, a trick-or-treat trail, and a Haunted Maze.

SomerStreets: Monster Mashed Up—Somerville
Sunday, October 20, 2019
FREE
The last SomerStreets festival of the season, Monster Mashed Up is a Halloween block party for all ages. The street is closed to traffic and is loaded with kids activities and live music. 

Tales of the Night at Drumlin Farm Wildlife Sanctuary—Lincoln
Friday and Saturday, Oct 25-26, 2019
$15 per person (ages 2 and up)
Drumlin Farm becomes Halloween central during Tales of the Night. Prowl the farm with curious creatures of the night on candlelit paths and view over 100 jack-o-lanterns, creatively carved by volunteers. When the kids start turning into hungry monsters, visit the ghoulish graveyard for witch's brew, hot chocolate, and spooky snacks. If your kids are up for a little more spookiness, enjoy a haunted hayride through the fields. Dress in costume if you wish, and bring a flashlight to light your way. Tickets must be purchased in advance.

Halloween Happenings at Ipswich River Sanctuary—Topsfield
Friday and Saturday, October 25-26, 2019
$11 per person
At sundown, Ipswich River Wildlife Sanctuary is transformed into a magical forest. During Halloween Happenings join in on a guided walk along the Halloween trail, home to some interesting creatures that come out just for Halloween. Learn about the creatures of the night and some history and myths that surround this spooky holiday. Children (ages 4-10) and adults are encouraged to come in costume, but dress for

Pumpkin Palooza—Boston
October 26-27, 2019
FREE
The Lawn on D always has fantastic family-friendly events and this year they are throwing an all-ages pumpkin-themed bash. Tots can flock to the lawn covered in thousands of pumpkins and promising loads of Halloween fun. 

PRU BOO: Charity Trick-or-Treating—Boston
October 26, 2019
$5 suggested donation
Trick or treat for a good cause at the Prudential Center where they are having their annual PRU BOO event. Kids can be awed by magic shows, have their faces painting, and groove to live music after getting candy from participating businesses.

Wayne Potash's Rock & Roll Halloween Party—Cambridge
October 26, 2019
$8-12
This family favorite performer is throwing a huge Halloween party at Club Passim. Enjoy kid-friendly live music performed by Wayne and his band including original Halloween songs. There are two morning performances at 9:30am and 11:30am.

Halloween Family Fun Lunch Cruise—Boston
Saturday, October 26
$64.90 per adult and $19.90 per child
Set sail for a costume party on the high seas aboard the kiddo-friendly Spirit of Boston. There will be all kinds of family activities and games plus a costume parade throughout the ship. Buffet-style lunch and goodie bags are included.

LINX Costume Dance Party—Wellesley
Wednesday, October 30
FREE
In this free class, even moms can get in on the fun! In this mommy-and-me class, kids can learn some new moves taught by one of the talented teachers at LINX. After the class, a costume parade will be led around the studio so be sure to wear your Halloween best.