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Boston Central
Sunday, October 11, 2026
 
Peak fall fun ahead! Start with free museum admission for Indigenous Peoples' Day on Monday, then mark your calendar for the Head of the Charles, the Fall-o-Ween Festival, and a weekend full of trick-or-treat events across the region. Planning further ahead? Our Boston events calendar has you covered. Enjoy!
 
Boston Metro
 
Fall-o-Ween Children's Festival 2026 - Boston
Adults and children are encouraged to wear Halloween costumes and participate in a wide range of free, fun, and spooky family-friendly...
Friday, Oct 16
 
Brick or Treat's Minifigure Monsters are back! - Somerville
Join the ghoulish gang for Halloween at LEGO Discovery Center Boston this October. Expect frightfully fun build activities, spooky creative workshops, and the return of the 'Great Monster Chase' 4D movie.
Boooook Now!
 
Free Admission for Indigenous Peoples' Day at the MFA - Boston
The Museum of Fine Arts, Boston (MFA), hosts its annual Indigenous Peoples' Day community celebration with free programs recognizing and honoring...
Monday, Oct 12
 
Opening Our Doors: Celebrating the Fenway Cultural District - Boston
Join us for the Annual FREE art + cultural festival Opening Our Doors! Visit locations throughout the Fenway for art exhibitions and activities,...
Monday, Oct 12
 
Open Streets Boston - Roslindale
Experience Boston in a whole new way through Open Streets! Join us for a fun-filled day of walking, biking, skating, rolling, and family-friendly...
Sunday, Oct 18
 
Indigenous Peoples' Day at the ICA: Free Admission - Boston
In honor of Indigenous Peoples' Day, the ICA is offering FREE museum admission for all on Monday, October 12. Advance timed tickets required...
Monday, Oct 12
 
SomerStreets Monster Mash - Somerville
Get ready for one of Somerville's favorite Halloween traditions! SomerStreets: Monster Mash transforms Somerville Avenue into a festive Halloween...
Sunday, Oct 18
 
Creation Station Art Classes for all at The Danforth
New on Saturdays from 12:30 - 2:30 PM! Each week a different self-guided project will be set up in a studio for a fun afternoon outing of creation for the whole family. Free with paid museum admission or $10 per family per visit.
Saturdays 12:30pm - 2:30pm
 
Head of The Charles Regatta - Cambridge
Watch rowing teams compete from all over the country and take in the sights of autumn along the banks of the Charles River.
Friday, Oct 16 - Sunday, Oct 18
 
The Big Squash: An Annual Pumpkin Festival - Cambridge
Come join us at First Street Market for our second annual pumpkin festival: The Big Squash! Bring the whole family!
Saturday, Oct 17
 
History Unlocked: Open Days at Somerville's Powder House & Prospect Hill Tower - Somerville
History Unlocked opens Powder House, Milk Row Cemetery & Prospect Hill Tower on select dates, May-Oct, for drop-in chats, The Powder House,...
Thursday, May 21 - Saturday, Oct 24
 
Operation Mincemeat: A New Musical - Boston
Tony and Olivier Award-winning Operation Mincemeat: A New Musical brings its hit Broadway and West End run to the Emerson Colonial Theatre for...
Tuesday, Oct 13 - Sunday, Oct 25
 
Pumpkin Fest at Boston Nature Center - Mattapan
Carve a pumpkin donated from Ward's Berry Farm, roast the seeds, explore fall ecology, and enjoy an autumn scavenger hunt and games at Boston...
Saturday, Oct 17
 
Library Lion returns to Boston this January!
Treat your family to Library Lion, the musical based on Michelle Knudsen's beloved book. Featuring a life-sized lion puppet by Jim Henson's Creature Shop, it's perfect for kids ages 4 to 10. Tickets on sale now!
January 9-24, 2027 at the Calderwood Pavilion
 
Seaport Smalls Halloween Celebration - Boston
Back by popular demand! Bring your tiny crew to Boston Seaport for a spooky-themed Seaport Smalls featuring Halloween music, tumbling fun, and...
Sunday, Oct 18
 
Celebrating Indigenous Peoples' Day at the MHS - Boston
Come celebrate Indigenous Peoples' Day at the Massachusetts Historical Society! Join the MHS and our neighboring cultural institutions for...
Monday, Oct 12
 
Pipes on the Plaza Organ Concert Series - Back Bay
Experience the glorious sounds of one of the world's largest pipe organs at our upcoming organ concert, featuring Bryan Ashley, Organist of...
Monday, Oct 12
 
Spooky Saturday at Urban Park Roof Garden - Cambridge
Get into the spooky spirit at Urban Park Roof Garden in Kendall Square for Spooky Saturday, featuring a DJ, free face painting, complimentary...
Saturday, Oct 17
 
FOCCP Annual Fall Festival - Boston
Join Friends of Christopher Columbus Park in Boston for their annual Fall Festival featuring a costume parade, Big Joe the Storyteller, balloon...
Saturday, Oct 17
 
Brick or Treat's Minifigure Monsters are back! - Somerville
Join the ghoulish gang for Halloween at LEGO Discovery Center Boston this October. Expect frightfully fun build activities, spooky creative workshops, and the return of the 'Great Monster Chase' 4D movie.
Boooook Now!
 
Someone Will Remember Us: An Original Play - Boston
Jo Levitt's death in 1911 Boston throws a family into chaos that resonated across decades. This is a humorous and sincere play of love and family,...
Fri, Sat, Sun, Oct 16 - Oct 24
 
North Suburbs
 
Topsfield Fair 2026 - Topsfield
Enjoy America's oldest and finest agricultural fair w/ New England's largest carnival midway, cool demos, (ranging from beekeeping to miniature...
FINAL DAY! Monday, Oct 12
 
NEW Jack-O'-Lantern Nights at Stone Zoo - Stoneham
Experience the magic of autumn after dark at Stone Zoo's Jack-O'-Lantern Nights, a brand-new Halloween experience transforming the zoo into a...
Sat, Sun through Oct 31
 
Maudslay is Haunted - Newburyport
Maudslay is Haunted is Theater in the Open's notorious annual haunting of Maudslay State Park. This event has grown to become one of our largest...
Saturday, Oct 17 - Sunday, Oct 18
 
2026 Barktoberfest Celebration - Newbury
We invite the entire Sweet Paws Rescue community, canine companions included, to enjoy a fun-filled day of music, activities, and local food & drink in celebration...
Saturday, Oct 17
 
Creation Station Art Classes for all at The Danforth
New on Saturdays from 12:30 - 2:30 PM! Each week a different self-guided project will be set up in a studio for a fun afternoon outing of creation for the whole family. Free with paid museum admission or $10 per family per visit.
Saturdays 12:30pm - 2:30pm
 
Rockport Harvest Fest 2026 - Rockport
We invite you to join us by the shore for a unique blend of fall festivities and coastal charm, where the crisp sea breeze meets the warmth of...
Saturday, Oct 17
 
Makers @ The Yard with Boston Women's Market - Revere
On Sunday, October 18th, Suffolk Downs' The Yard at Beachmont Square will transform into a lively marketplace filled with 20+ women-owned businesses,...
Sunday, Oct 18
 
Trick-or-Treat Hayrides at Marini Farm 2026 - Ipswich
Ride a hayride around a 7-acre corn maze at Marini Farm in Ipswich, meet costumed characters handing out tricks and treats, and enjoy the Maze...
Saturday, Oct 17 - Sunday, Oct 18
 
Harvest Your Energy Festival 2026 - Medford
Join the City of Medford at Riverbend Park for the Harvest Your Energy Festival, featuring live music, food, local artists, environmental organizations,...
Saturday, Oct 17
 
3rd Annual Cider & Sweets: Community Fall Celebration - Woburn
Celebrate autumn at the 3rd Annual Cider & Sweets Fall Celebration in Woburn featuring free apple cider, sweet treats, kids' crafts, music,...
Sunday, Oct 18
 
Free Admission at PEM for Indigenous Peoples' Day - Salem
On Indigenous Peoples' Day, we honor the sovereignty, resilience and immense contributions of Native Americans. Join us for a free day of special...
Monday, Oct 12
 
Library Lion returns to Boston this January!
Treat your family to Library Lion, the musical based on Michelle Knudsen's beloved book. Featuring a life-sized lion puppet by Jim Henson's Creature Shop, it's perfect for kids ages 4 to 10. Tickets on sale now!
January 9-24, 2027 at the Calderwood Pavilion
 
Keene Pumpkin Festival - Keene, NH
The sight of thousands of twinkling jack-o-lanterns is priceless. The Keene Pumpkin Festival is famous for setting the world record for the most lit jack-o-lanterns. Musicians...
Saturday, Oct 17
 
Ghosts on the Banke Family Halloween - Portsmouth, NH
Meet the 'Ghosts' of long-dead sea captains, 17th-century shopkeepers and wayward pirates as you trick or treat safely from house to historic...
Fri, Sat, Oct 16 - Oct 24
 
South Suburbs
 
Wellfleet Oyster Festival - Cape Cod
Enjoy a celebration of the town's famous oysters and shellfishing traditions. Local seafood, arts & crafts, kayak & road races, walking tours,...
Saturday, Oct 17 - Sunday, Oct 18
 
Yarmouth Seaside Festival - Yarmouth
Enjoy a craft fair of more than 125 crafters from all over the country, food vendors with a fabulous selection of foods to sample, continual...
FINAL DAY! Monday, Oct 12
 
Boo at the Zoo and 'Baby Boo' at Buttonwood - New Bedford
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,...
Sat, Sun through Oct 25
 
Brick or Treat's Minifigure Monsters are back! - Somerville
Join the ghoulish gang for Halloween at LEGO Discovery Center Boston this October. Expect frightfully fun build activities, spooky creative workshops, and the return of the 'Great Monster Chase' 4D movie.
Boooook Now!
 
Barnyard Story Hour at Weir River Farm - Hingham
Barnyard stories really come to life when you get to meet the main characters up close and personal! Gather around for a story surrounded by...
Tuesday, Oct 13
 
Free Family Friendly Event and Boo-Tique Bash - Fall River
Join Melody's Not Your Average Events for a free family-friendly Halloween celebration in Fall River featuring vendor trick-or-treating, costume...
Saturday, Oct 17
 
Stop & Shop Trunk or Treat - Plymouth
Come join Stop & Shop in Plymouth for a fun-filled Trunk or Treat featuring decorated car trunks, Halloween costumes, sweet treats, and community...
Saturday, Oct 17
 
Peanut's 5th Annual Trick or Treat Fest - Attleboro
Join Thompson Realty Group in Attleboro for Peanut's 5th Annual Trick or Treat Fest featuring games, food, music, costumes, and plenty of sweet...
Saturday, Oct 17
 
Trick or Treat Craft Fair to Benefit the Fairhaven Animal Shelter - New Bedford
Join the Fairhaven Animal Shelter in Fairhaven for a fun Trick or Treat Craft Fair featuring local crafters, trick-or-treating for kids, and...
Monday, Oct 19
 
Creation Station Art Classes for all at The Danforth
New on Saturdays from 12:30 - 2:30 PM! Each week a different self-guided project will be set up in a studio for a fun afternoon outing of creation for the whole family. Free with paid museum admission or $10 per family per visit.
Saturdays 12:30pm - 2:30pm
 
Halloween Costume Swap Party - Montague
Come one, come all! Join Montague Public Libraries at The Brick House Annex for a free Halloween Costume Swap Party featuring new-to-you costumes,...
Wednesday, Oct 14
 
Family Fall Festival at Old Colony YMCA - East Bridgewater
Enjoy free fall fun at the Old Colony YMCA in East Bridgewater, featuring a Pumpkin Plunge indoor pool dive, pony rides, pumpkin painting, face...
Monday, Oct 12
 
West Suburbs
 
Monster Bash at NARA Park - Acton
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 16
 
Diwalifest - Boxborough
Diwalifest is a youth-run community-based event dedicated to fostering community connections in Acton/Boxborough/Littleton, MA, and cultural...
Sunday, Oct 18
 
Music Exchange Listening Room - Wayland
Music Exchange Listening Room (MXLR). The Music Exchange Listening Room returns to the Arts Wayland Gallery on the 2nd Tuesday of every month,...
Tuesday, Oct 13
 
Library Lion returns to Boston this January!
Treat your family to Library Lion, the musical based on Michelle Knudsen's beloved book. Featuring a life-sized lion puppet by Jim Henson's Creature Shop, it's perfect for kids ages 4 to 10. Tickets on sale now!
January 9-24, 2027 at the Calderwood Pavilion
 
Medfield's 375th Anniversary: Party in the Park - Medfield
Bellforge Arts Center brings live music and family activities to Meeting House Pond for Party in the Park, capping off Medfield's once-in-a-generation...
Saturday, Oct 17
 
Dr. Jekyll and Mr. Hyde Silent Film with Live Piano at Maynard Fine Arts Theatre - Maynard
Celebrate the spooky season with the 1920 silent film Dr. Jekyll and Mr. Hyde, starring John Barrymore, with pianist Devereux Geiger improvising...
Saturday, Oct 17
 
HUB Parkour Free Open House - Youth - Sudbury
Join HUB Parkour Sudbury for a free youth open house where kids ages 7-12 can learn parkour basics, practice safe jumping and vaulting, and explore...
Sunday, Oct 18
 
From Clarity to Color: Yingqi Wang Solo Piano Recital - Newton
Pianist Dr. Yingqi Wang presents a free one-hour recital in Newton, featuring Mozart, Schumann, Tchaikovsky, Debussy, and Chinese piano music...
Friday, Oct 16
 
Farm Day 2026 at Waltham Fields Community Farm - Waltham
Join Waltham Fields Community Farm for their annual Farm Day featuring pick-your-own carrots, live music, agricultural demonstrations, games...
Saturday, Oct 17
 
Brick or Treat's Minifigure Monsters are back! - Somerville
Join the ghoulish gang for Halloween at LEGO Discovery Center Boston this October. Expect frightfully fun build activities, spooky creative workshops, and the return of the 'Great Monster Chase' 4D movie.
Boooook Now!
 
Gabby from Gabby's Dollhouse Visits Jam Time inside the Natick Mall
Spend this no-school holiday at Jam Time for a morning of playtime and meeting your favorite character for photos and fun! No reservations needed...
Monday, Oct 12
 
Blue Dog visits Jam Time in Maynard - Maynard
Spend this no-school holiday at Jam Time for a morning of playtime and meeting your favorite character for photos and fun! No reservations needed...
Monday, Oct 12
 
Monsters & Mocktails at Goodnow Library - Sudbury
Kids ages 5 and up and their grown-ups can stop by Sudbury's Goodnow Library on Tuesday, October 13, 2026 for Monsters & Mocktails, a spooky-season...
Tuesday, Oct 13
 
Central Mass
 
Applefest at Wachusett Mountain - Princeton
Celebrate all things Autumn at our most popular Fall festival. Apples and Autumn are New England favorites! With contests and live music throughout...
Saturday, Oct 17 - Sunday, Oct 18
 
American Craft Fair at New England Botanic Garden - Boylston
Held in collaboration with the Worcester Center for Crafts, New England Botanic Garden's 10th annual American Craft Fair features over 35 of...
Saturday, Oct 17 - Sunday, Oct 18
 
Creation Station Art Classes for all at The Danforth
New on Saturdays from 12:30 - 2:30 PM! Each week a different self-guided project will be set up in a studio for a fun afternoon outing of creation for the whole family. Free with paid museum admission or $10 per family per visit.
Saturdays 12:30pm - 2:30pm
 
 
Seasonal Guides
 
October Activity Highlights
October is Boston at its best, with peak foliage, harvest festivals, Halloween fun, and plenty of free things to do. Here are the highlights families won't want to miss this month!
 
Ultimate Guide to Boston Fall Fun
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.
 
Pumpkin Festivals and Jack-o-Lantern Displays Near You
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.
 
Apple Picking Near Boston
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.
 
Library Lion returns to Boston this January!
Treat your family to Library Lion, the musical based on Michelle Knudsen's beloved book. Featuring a life-sized lion puppet by Jim Henson's Creature Shop, it's perfect for kids ages 4 to 10. Tickets on sale now!
January 9-24, 2027 at the Calderwood Pavilion
 
Hayrides for Kids of all Ages
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!
 
Corn Mazes Near You
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.
 
Things to Do in Boston on a Rainy Day - Boston
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.
 
 
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