October Activities in the Boston Area

There are many October activities for families to enjoy in the Boston area this year. Check out our list of October activities and events happening in the Boston area.

Corn Maze at Sherman Farm
Wed 9/24/25 through Thur 10/30/25
12 acres of fun getting lost in the corn. Pay one admission price with most activities included: Moo Express, Hayride, Corn Boxes, Playground, Pedal tractors, Jumping Pillow, and Grain Train.

Brick-or-Treat: Monster Party at LEGO® Discovery Center Boston
Thur 9/25/25 through Fri 10/31/25
Enjoy the most brick-tastic Halloween event of the season at LEGO Discovery Center Boston’s Brick-or-Treat! From September 25 to October 31! Enjoy the most bricktastic Halloween event of the season at LEGO Discovery Center Boston’s Brick-or-Treat.

Jack-O-Lantern Halloween Spectacular: Roger Williams Zoo
Fri 9/26/25 through Sun 11/2/25
Revel in the marvelous magic of the Halloween season at this year’s nationally acclaimed Jack-O-Lantern Spectacular at Roger Williams Park Zoo. Feast your senses on Rhode Island’s biggest and greatest walk-through.

Davis Farmland Corn Maze & Mega Farm Festival
Sat 9/27/25 through Thur 10/30/25
Enjoy 50 family fun attractions from knocker soccer and quad carts to corn cannons and archery tag OR simply sit back, relax and listen to some live music.

Halloween – Salem Haunted Happenings
Wed 10/1/25 through Fri 10/31/25
You’re invited to Salem’s annual Halloween Festival! It happens every year during October in the bewitching seaport of Salem, Massachusetts. Nobody celebrates Halloween quite like Salem.

Ghosts and Gravestones Ghost Tour
Wed 10/1/25 through Fri 10/31/25
Ghosts & Gravestones tour explores Boston’s most chilling haunted places, murder sites and includes exclusive nighttime access into two of Boston’s oldest burying grounds.

Milford Pumpkin Festival
Fri 10/10/25 through Sun 10/12/25
Join us for 3 fun, festive, & flavorful days at our annual pumpkin festival. Enjoy musical entertainment, vendor booths, pumpkin carving, community lighting, and a great pumpkin weigh-in.

Allison Green
Boston Tutoring Services