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Boston Welcomes a Vibrant Array of Fall Festivals

Families enjoying fall festivals in Boston

Boston, October 17, 2025

News Summary

As autumn unfolds in Boston, a plethora of festivals and events cater to families and communities throughout September and October. Highlights include the Boston Asian American Film Festival, Louis C.K.’s stand-up performance at the Orpheum, and the Fall-o-Ween Children’s Festival. The city will also showcase various harvest events, celebrating regional culture, food, and the arts, ensuring a diverse experience for residents and visitors alike.


Boston — Fall in Boston brings a concentrated schedule of festivals, arts events, comedy and family activities, with offerings that run primarily from September through October and include both free, family-friendly gatherings and ticketed performances.

Key events this season include the Boston Asian American Film Festival, a city-centered film series organized by community and cultural partners; a headline stand-up appearance by Louis C.K. at the Orpheum; and a free neighborhood event for children known as the Fall-o-Ween Children’s Festival. Fall festivals in the Boston area run primarily from September through October, and many of the region’s autumn events are designed to serve families and community groups while also highlighting regional food, art and seasonal traditions.

Top-line details

The Boston Asian American Film Festival features independent films, premieres, filmmaker Q&As, and cosponsored events. This program is organized by the Asian American Resource Workshop in partnership with ArtsEmerson, bringing multiple screenings, special showings and associated programming to local venues.

Louis C.K. will perform new material at the Orpheum, reflecting on fame, family, and the human experience, incorporating his signature humor. The appearance is listed among the fall entertainment options available in the city.

The Fall-o-Ween Children’s Festival is a free, family-friendly event organized by the Boston Parks and Recreation Department and the Skating Club of Boston. It is designed as an open, accessible community event for children and families.

Family programming and activities

At the Fall-o-Ween Children’s Festival, activities include a Haunted Zombie Maze, Jumpin’ Pumpkin, Scarecrow Slide, Pumpkin Bowling, and a glowing LED playground. The festival also features live entertainment, story time, crafts, treats, and field games. Costumes are encouraged for attendees at the Fall-o-Ween Children’s Festival. Many autumn festivals are family-oriented with activities for all ages, including crafts and live music. Stroller-friendly options are available depending on the venue of the festival, and tickets might be required for some events, with many fairs offering free admission.

Planning and access

A list of top family fall festivals has been compiled for easy planning. Visitors should check each event’s specific access notes because stroller-friendly options are available depending on the venue of the festival and some attractions or performances may require tickets. Many fairs offer free admission, while others maintain ticketed entries for specific shows or premium activities.

Regional harvest and themed events

Various New England harvest festivals celebrate seasonal foods like pumpkins, apples, and more. Major events in New England include the Topsfield Fair and the Big E, known for its extensive entertainment and food offerings. The Topsfield Fair showcases agriculture, entertainment, rides, and fair concessions. The Big E, the largest fair on the East Coast, features carnival rides, shopping, and a range of unique food choices. Other themed events include the What the Fluff? Festival celebrating marshmallow fluff and the Wellfleet OysterFest for seafood lovers.

Festivals also highlight local artists, crafters, and farmers, making them community-centered events. Seasonal activities and events abound in New England, reflecting the region’s cultural diversity and festive spirit during the fall. These events typically combine food, music, arts and family-friendly attractions to create a range of options for residents and visitors.

What to expect on a typical fall weekend

Expect a mix of small neighborhood events and larger fairs. Family-oriented activities such as crafts, live music and children’s play areas are common. Some nights and signature performances will require tickets, while many daytime community fairs remain free. Event organizers and venues often provide additional programming such as food vendors, artisan markets and demonstrations tied to seasonal harvests.

Additional context

Programming varies by organizer and venue. Cultural institutions and local partner groups bring film series, premieres and public conversations; parks and recreation departments coordinate neighborhood festivals; and regional fairs focus on agriculture and traditional fair entertainment. Attendees should consult each event’s information for timing, location details and admission policies.

FAQ

What does the Boston Asian American Film Festival include?

The Boston Asian American Film Festival features independent films, premieres, filmmaker Q&As, and cosponsored events.

Who organizes the Boston Asian American Film Festival?

Organized by the Asian American Resource Workshop in partnership with ArtsEmerson.

What is Louis C.K.’s role in the fall lineup?

Louis C.K. will perform new material at the Orpheum, reflecting on fame, family, and the human experience, incorporating his signature humor.

What is the Fall-o-Ween Children’s Festival?

The Fall-o-Ween Children’s Festival is a free, family-friendly event organized by the Boston Parks and Recreation Department and the Skating Club of Boston.

What activities are included at the Fall-o-Ween Children’s Festival?

At the Fall-o-Ween Children’s Festival, activities include a Haunted Zombie Maze, Jumpin’ Pumpkin, Scarecrow Slide, Pumpkin Bowling, and a glowing LED playground.

What other features does the Fall-o-Ween Children’s Festival offer?

The festival also features live entertainment, story time, crafts, treats, and field games.

Are costumes allowed at Fall-o-Ween?

Costumes are encouraged for attendees at the Fall-o-Ween Children’s Festival.

When do fall festivals run in the Boston area?

Fall festivals in the Boston area run primarily from September through October.

Are fall festivals family-oriented?

Many autumn festivals are family-oriented with activities for all ages, including crafts and live music.

Is there a planning resource for family festivals?

A list of top family fall festivals has been compiled for easy planning.

Are events stroller-friendly?

Stroller-friendly options are available depending on the venue of the festival.

Do events require tickets?

Tickets might be required for some events, with many fairs offering free admission.

What do New England harvest festivals celebrate?

Various New England harvest festivals celebrate seasonal foods like pumpkins, apples, and more.

Which major events are noted in New England?

Major events in New England include the Topsfield Fair and the Big E, known for its extensive entertainment and food offerings.

What does the Topsfield Fair showcase?

The Topsfield Fair showcases agriculture, entertainment, rides, and fair concessions.

What is the Big E known for?

The Big E, the largest fair on the East Coast, features carnival rides, shopping, and a range of unique food choices.

What other themed events exist in the region?

Other themed events include the What the Fluff? Festival celebrating marshmallow fluff and the Wellfleet OysterFest for seafood lovers.

How do festivals engage the community?

Festivals also highlight local artists, crafters, and farmers, making them community-centered events.

What is the overall atmosphere of fall events in New England?

Seasonal activities and events abound in New England, reflecting the region’s cultural diversity and festive spirit during the fall.

Quick reference table

Event Type / Organizer Timing / Access Notes Key activities or features
Boston Asian American Film Festival The Boston Asian American Film Festival features independent films, premieres, filmmaker Q&As, and cosponsored events. Organized by the Asian American Resource Workshop in partnership with ArtsEmerson. Runs during the fall festival season; check specific program listings. Tickets may be required for some screenings. Independent films, premieres, filmmaker Q&As, and cosponsored events.
Louis C.K. at the Orpheum Stand-up performance. Louis C.K. will perform new material at the Orpheum, reflecting on fame, family, and the human experience, incorporating his signature humor. Single performance at the Orpheum; ticket required where applicable. New stand-up material and evening performance.
Fall-o-Ween Children’s Festival The Fall-o-Ween Children’s Festival is a free, family-friendly event organized by the Boston Parks and Recreation Department and the Skating Club of Boston. Free admission. Family-friendly; costumes encouraged. At the Fall-o-Ween Children’s Festival, activities include a Haunted Zombie Maze, Jumpin’ Pumpkin, Scarecrow Slide, Pumpkin Bowling, and a glowing LED playground. The festival also features live entertainment, story time, crafts, treats, and field games.
Fall festivals (general) Various organizers across the Boston area and New England. Fall festivals in the Boston area run primarily from September through October. Tickets might be required for some events, with many fairs offering free admission. Family-oriented activities for all ages, crafts, live music, local artists and farmers, seasonal foods.
Topsfield Fair Major New England event. Seasonal fair dates vary by year; check event calendar. The Topsfield Fair showcases agriculture, entertainment, rides, and fair concessions.
The Big E Major New England event. Seasonal fair dates vary by year; check event calendar. The Big E, the largest fair on the East Coast, features carnival rides, shopping, and a range of unique food choices.
Themed regional events Community and specialty organizers. Seasonal timing during fall and harvest weekends. Other themed events include the What the Fluff? Festival celebrating marshmallow fluff and the Wellfleet OysterFest for seafood lovers.

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Additional Resources

STAFF HERE BOSTON WRITER
Author: STAFF HERE BOSTON WRITER

The BOSTON STAFF WRITER represents the experienced team at HEREBoston.com, your go-to source for actionable local news and information in Boston, Suffolk County, and beyond. Specializing in "news you can use," we cover essential topics like product reviews for personal and business needs, local business directories, politics, real estate trends, neighborhood insights, and state news affecting the area—with deep expertise drawn from years of dedicated reporting and strong community input, including local press releases and business updates. We deliver top reporting on high-value events such as Boston Marathon, Head of the Charles Regatta, and Boston Harborfest. Our coverage extends to key organizations like the Greater Boston Chamber of Commerce and Associated Industries of Massachusetts, plus leading businesses in finance, biotech, and insurance that power the local economy such as Fidelity Investments, Biogen, and Liberty Mutual Insurance. As part of the broader HERE network, we provide comprehensive, credible insights into Massachusetts's dynamic landscape.

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