Adults and children are encouraged to wear Halloween costumes and participate in a wide range of free, fun, and lots of spooky family-friendly...
Thursday, Oct 22

Prudential Center presents annual FREE Halloween event and offers $5 trick-or-treat bags with all proceeds directly donated to the events...
Sunday, Oct 25

Get your pooch in costume and head down to Downtown Crossing for some spooktacular howl-o-ween fun! Stroll the promenades with your pet and walk...
Saturday, Oct 24

Enjoy three floors of activities for the young and young at heart including crafts, scent stations, traditional decorations, Nahuatl stories,...
Saturday, Oct 24

The Halloween Castle Celebration is BACK! Celebrate the return of the Children's Halloween Celebration inside Fort Independence on Castle...
Saturday, Oct 24 - Sunday, Oct 25

Affordable Art Fair returns to Boston October 22-25, bringing thousands of original paintings, sculptures, photographs, and more for purchase...
Thursday, Oct 22 - Sunday, Oct 25

Join local author and illustrator Kari Percival at Beacon Hill Books & Cafe for a special Squirrel Tales reading and book signing of Fall Day,...
Tuesday, Oct 20

Celebrate 100 years of A.A. Milne's famous bear at I AM Books in Boston's North End with storytimes, face painting, games, honey treats, and...
Saturday, Oct 24

Celebrate Halloween at the 5th Annual Tall Ship Boo Bash in East Boston with pony rides, a petting zoo, inflatables, face painting, kids games,...
Sunday, Oct 25

Noodle and doodle to tunes from Daughter of the Vine during this special edition of Twilight, co-produced with MassArt Professor of Illustration...
Thursday, Oct 22

Shop local artists, makers, and small businesses at The Anchor Boston's Halloween Pop-Up Market on the Charlestown waterfront, with an urban...
Saturday, Oct 24

Get ready for the ultimate chowder celebration at the 40th Annual Essex ClamFest and Arts & Crafts Festival and help choose the best clam chowder...
Saturday, Oct 24

Get ready for our Annual Trunk-or-Treat! Join Bierman Autism Centers in Danvers for a free, sensory-friendly Trunk-or-Treat with decorated trunks,...
Saturday, Oct 24

Put on your favorite Halloween costume and head to Mahoney's Garden Center in Winchester for an afternoon of trick-or-treating, food trucks,...
Saturday, Oct 24

North Reading School of Ballet invites you to a spooktacular Halloween Dance Party on Friday, October 23 from 6:30-8:30 PM. Join us for dancing,...
Friday, Oct 23

Lowell's free MonsterBash and Fall Fest celebrates the city's 200th with costumes, trick-or-treating, free carnival rides, live music, and Lowell's...
Saturday, Oct 24

Bring the kids in costume to downtown Newburyport on Friday, 10/23/2026, from 4:00pm to 5:00pm to trick or treat at participating local shops,...
Friday, Oct 23

Endicott Park in Danvers hosts Halloween Happenings featuring all new crafts, games, and activities plus a signature hayride and...
Friday, Oct 23

Now in its 25th year, Boo at the Zoo brings six days of daylight trick-or-treating to Buttonwood Park Zoo, with mazes, trick-or-treat stations,...
Saturday, Oct 10 - Sunday, Oct 25

Come aboard for Gremlin's Ghoul-A-Palooza, a family-friendly evening filled with Halloween fun, entertainment, and plenty of Gremlin mischief....
Friday, Oct 23

Peak foliage weekend on the Plymouth waterfront. Farm-stand vendors, craft makers, cider tastings, live music, and the carved-pumpkin display...
Saturday, Oct 24 - Sunday, Oct 25

Scouts earn their Art Merit Badge at Fuller Craft Museum through hands-on workshops exploring art elements, design principles, four mediums,...
Saturday, Oct 24

Costumes on and treat bags ready! Join The Learning Experience in Foxboro for a fun Trunk or Treat featuring decorated trunks, treats, games,...
Thursday, Oct 22

Drop in to the Art Complex Museum in Duxbury for a special Halloween-themed Art Cart session. Enjoy hands-on art-making activities inspired by...
Saturday, Oct 24

Join the Forbes House Museum in Milton for an eerie evening of Gothic Victorian Tales by Candlelight, featuring dramatic readings of classic...
Friday, Oct 23

Canton Pumpkin Fest returns for two October 2026 weekends with carnival rides, games, fair food, a petting zoo, pumpkin patch, inflatable corn...
Friday, Oct 16 - Sunday, Oct 25

Get ready for a spook, get ready for a scare, get ready for our Monster Bash if you dare! It will be Frightfully Fun with Black Light DJ Party,...
Friday, Oct 23

Join Fay School and the Southborough Library for a special Halloween event on Saturday, October 24 from 10:00 am - 12:00 pm. The event is free...
Saturday, Oct 24

The 42nd Annual Needham High School Craft Fair and Bake Sale features a craft fair with 100+ exhibitors and an extensive bake sale. Proceeds...
Saturday, Oct 24

Step inside the Old Manse after dark for a rare, intimate experience through the rooms where history was lived - and still lingers. This is not...
Friday, Oct 23 - Saturday, Oct 31

Enjoy a free, sensory-friendly Halloween celebration at the Discovery Museum in Acton, designed for children with sensory sensitivities, autism...
Saturday, Oct 24

Free & Open to the Public! Get ready for an afternoon full of family fun at the WSYMCA's Annual Fall Festival with pumpkin decorating, games,...
Saturday, Oct 24

Celebrate fall with Hale's cast of characters and participate in nature activities, arts and crafts, and s'mores by the fire. The Haunted...
Saturday, Oct 24

Celebrate Duck Soup's 55th Anniversary at the Mill Village Fall Festival in Sudbury with trick-or-treating, face painting, pumpkin activities,...
Saturday, Oct 24

Join The Fitzpatrick Collaborative in Pepperell for the 8th Annual Fright Night featuring a free Trunk or Treat, Haunted Hallway, Ghoulish Game...
Saturday, Oct 24

Join Dedham Square Circle for a free family Halloween celebration with trick-or-treating at local businesses, decorated car trunks, bounce houses,...
Saturday, Oct 24

Join Wayside Youth & Family Support Network in Framingham for a 5K run/walk and a fun family fair featuring bouncy houses, face painting, games,...
Saturday, Oct 24

Join us for a spooktacular Boo Bash for kids! All Jam Time locations will be hosting a Boo Bash with a visit from a friendly monster.
Sunday, Oct 25

Boston shines brighter than ever while bustling with festivals and celebrations to satisfy every taste. There is also fall foliage to admire, fitness events, and a plethora of fun and often free things to do. October is full of events guaranteed to offer a memorable start to the fall season!

Fall in Boston brings a season packed with family fun and adventure. From crisp hikes to vibrant foliage, apple orchards, pumpkin patches, and harvest festivals, there's something for everyone.

New England is usually chock full of fall festivals dedicated to pumpkins, jack-o-lanterns, scarecrows and spooky fun: the icons of fall and of course Halloween.

There is no apple that tastes better than the kind that you pick yourself. Local orchards invite visitors to pick-your-own apples just as the leaves begin to change their hue. Find an orchard near you and start planning a fun fall activity. Call ahead, as some may require reservations.

Hayrides are a fall tradition for many families. Depending on the age of your child, you might be in search of a farm themed jaunt through fields or a spine-chilling adventure that sparks spooky Halloween excitement. Here's a handy list to get you started!

Fall is upon us and autumn weather calls for outdoor fun. Here's a great list of Corn Mazes near Boston with cool themes and family friendly activities for all ages to enjoy.

When it rains in Boston, it's helpful to know about fun things to do indoors, so you can still enjoy the day. Rainy day activities can actually be a great option on any day - but sometimes the weather just calls for indoor activities.