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Bring on the Fall, with fun family activities and things to do in Boston this September! Riverfest at Assembly Row. Photo courtesy of Federal Realty
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8/30/24 - By N Ferreira

The best of September is here, with the top things to do in Boston with kids! The month begins with Labor Day Weekend fun, including the Gloucester Schooner Festival. September ends with a fabulous Jack-O-Lantern Spectacular to stroll through. In between, Boston celebrates the What the Fluff? Festival and Oktoberfest, and there's a chance for your kids to climb onto trucks and planes at an Wheels & Wings touch-a-truck event. And the month wraps up with the Big E, the biggest fair in Massachusetts.

We're bursting with the best things to do in Boston in September with kids. Find the best places to go apple picking, visit farm animals, and where to take memorable fall day trips. Back-to-school is also the perfect time to add some classes to your schedule. Explore our Classes and Activities Guide for Boston kids to locate everything from dance to swim lessons. 

 

 

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Grab a big slice of fun in Boston for September 2024. Photo courtesy of the What the Fluff? Festival
Grab a big slice of fun in Boston for September 2024. Photo courtesy of the What the Fluff? Festival

Best of September 2024: Top Things to Do in Boston

Gloucester Schooner Festival

Gloucester — FREE
August 28 - September 2, 2024
The Gloucester Schooner Festival takes place in America's oldest seaport over Labor Day Weekend. Events include the annual Mayor's Cup Race, schooner tours, a concert, a boat parade of lights, and fireworks. READ MORE

Campfire Festival

Gloucester
August 30 - September 2, 2024
Club Passim's Campfire Festival combines the idea of musicians sitting around the campfire playing music with a commitment to developing new talent in the Boston area.  READ MORE

Oktoberfest

Walpole
September 7 - 8, 2024
This popular German fest features live entertainment, archery, kids’ games, target shooting, food, and (for the 21+ crowd) beer. READ MORE

The Boston Arts Festival

Boston — FREE
September 7 - 8, 2024
This annual event is designed to showcase the visual and performing arts in Boston. READ MORE

Cambridge Carnival International

Cambridge — FREE
September 8, 2024
Cambridge Carnival International is a celebration rooted in African traditions featuring live music, ethnic foods, and crafts from around the world. READ MORE

Carbonaro: Lies on Stage

Beverly
September 12, 2024
Michael Carbonaro is live with a delightful mix of mind-blowing magic, quirky humor, and endless surprises. Seeing is believing—but with Michael Carbonaro, even what you see might just be unbelievable! READ MORE

The Big E

Springfield
September 13 - 29, 2024
The Big E, or Eastern States Exposition, is a New England autumn tradition and the ninth-largest fair in North America. The Big E features entertainment, major exhibits, The Big E Super Circus, the Avenue of States, and dazzling thrill shows.  READ MORE

Riverfest

Somerville — FREE
September 14, 2024
Riverfest is the culmination of a summer of activity at Assembly Row with live local music, dozens of local artists, free children’s activities, a sidewalk sale, and of course the annual fireworks show over the Mystic River. READ MORE

South Boston Street Festival

South Boston — FREE
September 21, 2024
This street festival features “The Best of South Boston” including over 100 merchants, restaurants, artists and community organizations, which will fill East Broadway. READ MORE

CLIMAPALOOZA

Cambridge — FREE
September 26, 2024
The 7th year of CLIMAPALOOZA features talented local artists and the opportunity to connect with hundreds of concertgoers who share hopes for a more just and sustainable world. The event includes the concert, local vendors, food trucks, a raffle, merchandise, swag, and more! READ MORE

Boston Local Food Festival

Rose Kennedy Greenway — FREE
September 15, 2024
The Boston Local Food Festival, overlooking historic Boston Harbor, is an outdoor, beginning-of-autumn celebration of the many virtues of locally grown and produced food. READ MORE

17th Annual MetroWest Humane Society Craft Fair

Framingham — FREE
September 21, 2024
The 17th annual MetroWest Humane Society Craft Fair features vendors specializing in jewelry, home décor, pet toys, candles, and clothing. READ MORE

Wheels & Wings

Nashua, NH— FREE
September 21, 2024
There's touch-a-truck and then there's Wheels & Wings! At this event, not only can you climb into and explore trucks, but there will also be planes. READ MORE

What the Fluff? Festival

Somerville— FREE
September 21, 2024
  What the Fluff? A Tribute to Union Square Innovation is a lively festival celebrating the invention of Marshmallow Fluff and Somerville’s legacy of creativity. This year will feature live music, fluff-filled feasts, fun games, and zany activities. READ MORE

Cambridge Science Festival

Cambridge— FREE
September 23 - September 29, 2024
The Cambridge Science Festival is a celebration showcasing the leading edge in science, technology, engineering, art, and math (STEAM).  READ MORE

RoboBoston 7th Annual Robot Block Party

Boston— FREE
September 28, 2024
RoboBoston is a celebration showcasing universities, startups, companies, and student teams with cutting-edge robotics, AI and technology. This year’s 7th Annual Robot Block Party will include robot demonstrations and hands-on interactions with robots, games, and more. READ MORE

King Richard's Faire

Carver
Ongoing through October, 20, 2024
A visit to King Richard’s Faire, New England’s largest and longest-running Renaissance festival that is tucked away on 80 acres of enchanted forest, offers a full day of live, interactive entertainment. READ MORE

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