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Best Things To Do in Boston September 2023 with Kids

The best of September is coming your way, with the start of fall fun around Boston! Photo courtesy of the Big E
The best of September is coming your way, with the start of fall fun around Boston! Photo courtesy of the Big E
9/1/23 - 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 display of carved pumpkins to stroll through. In between, Boston celebrates everything from marshmallow fluff to lederhosen, and there's a chance for your kids to climb onto trucks and planes at an airport 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. 

Read on to see the best of September and what Boston has in store for your family!

 

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See some science in action with kids this September in Boston. Photo courtesy of the Cambridge Science Festival
See some science in action with kids this September in Boston. Photo courtesy of the Cambridge Science Festival

Best of September: Top Things to Do in Boston

Gloucester Schooner Festival

Gloucester — August 31 - September 3, 2023
Free
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 31 - September 4, 2023
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

Blooms, Brews, & BBQ: Fundraiser for the Jimmy Fund!

Hopkinton — September 9, 2023
Stop by Blooms, Brews & BBQ to help raise money for the Jimmy Fund at the Dana Farber Cancer Research Center. Enjoy fantastic local bands, delicious local award-winning BBQ, and local breweries. READ MORE

Oktoberfest

Walpole — September 9 - 10, 2023
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— September 9 - 10, 2023
Free
This annual event is designed to showcase the visual and performing arts in Boston. READ MORE

Cambridge Carnival International

Cambridge — September 10, 2023
Free
Cambridge Carnival International is a celebration rooted in African traditions featuring live music, ethnic foods, and crafts from around the world. READ MORE

The Big E

Springfield— September 15 - October 1, 2023
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 — September 16, 2023
Free
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 — September 16, 2023
Free
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— September 16, 2023
Free
The 6th 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— September 17, 2023
Free
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

16th Annual MetroWest Humane Society Craft Fair

Framingham — September 23, 2023
Free
The 16th annual MetroWest Humane Society Craft Fair features vendors specializing in jewelry, home décor, pet toys, candles, and clothing. READ MORE

Wheels & Wings

Nashua, NH— September 23, 2023
Free
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— September 23, 2023
Free
What the Fluff? A Tribute to Union Square Innovation is a madcap festival honoring the invention of Marshmallow Fluff, returning for its 19th year. It celebrates Somerville’s proud tradition of innovation with live music, fluffalicious feasts, sticky games, zany happenings, and much more. READ MORE

Salem Food Truck & Craft Beer Festival

Salem— September 23 - 24, 2023
Free
Enjoy a day of eating, drinking...and eating some more. Fifty of New England’s most popular food trucks will dish out fan favorites while national, regional and local craft beers will be available to wash it all down.  READ MORE

Cambridge Science Festival

Cambridge— September 25 - October 1, 2023
Free
The Cambridge Science Festival is a celebration showcasing the leading edge in science, technology, engineering, art, and math (STEAM).  READ MORE

RoboBoston 6th Annual Robot Block Party

Boston— September 30, 2023
Free
RoboBoston is a celebration showcasing universities, startups, companies, and student teams with cutting-edge robotics, AI and technology. This year’s 6th 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 September 2023
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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