Fall Festivals in Boston

With so many fall festivals in New England, it can be hard to choose one for a fun family weekend. For your convenience, we have compiled a list of the best autumn fairs and festivals near Boston. These fall celebrations have good food, lots of fun activities, music, performances, and much more.

Best Festivals Near Boston

Fall Festival Weekends at Smolak Farms
North Andover - Weekends in September & October 2024
Every weekend during September and October, the farm hosts a fall festival featuring weekly themes, live entertainment, carnival games, storytime, hayrides and more. Visit the website here.

The Big E
Springfield - Friday, Sept. 13 - Sunday, Sept. 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 dazzlin
g thrill shows. Visit the website here.

South Boston Street Festival
Boston - Saturday, Sept. 21, 2024
Free
This street festival features “The Best of South Boston” including over 100 merchants, restaurants, artists and community organizations, which will fill East Broadway. Visit the website here.

What the Fluff? Festival
Somerville - Saturday, Sept. 21, 2024
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. Visit the website here.

Roslindale Porch Fest
Roslindale - Saturday, Sept. 21, 2024
Free
Go porch hopping at this free family-friendly event featuring 63 porches and 100 performances. Visit the website here.

Mystic River Celebration
Medford - Saturday, Sept. 21, 2024
Free
Watch live musician performances, browse local artisan crafts, get to know local businesses and organizations, eat food, and take part in any number of fun activities for all ages including a Knucklebones play area for kids. Visit the website here.

Faire on the Square
Watertown - Saturday, Sept. 21, 2024
Free
The Faire offers a wide variety of free activities for children and adults including children's rides and activities, musical entertainment and food, crafts sales, and dance performances. Visit the website here.

Harvest Fest at Southwick's Zoo
Mendon - Friday, September 27 - Sunday, September 29, 2024
Southwick's Zoo in Mendon presents Harvest Fest, with craft vendors, live entertainment, and more. Harvest Fest is included with zoo admission. Visit the website here.

Annual Fall Festival at Weir River Farm
Hingham - Saturday, September 28, 2024
Spend time learning about the farm's livestock with educators, climb aboard a tractor, choose a farm “tattoo”, make a spooky mask or a wildflower seed “bomb”, and challenge your friends at corn hole and the potato spoon relay. Visit the website here.

Vermont Pumpkin Chuckin' Festival
Stowe VT - Sunday, September 29, 2024
Stowe Vermont's 14th annual festival of pumpkin catapulting features live music, food trucks, children's activities, and a chili cook-off among area restaurants. Visit the website here.

Topsfield Fair
Topsfield - Friday, October 4 - Monday, Oct. 14, 2024
The Topsfield Fair is the quintessential country fair - traditional agricultural exhibits, big entertainment, rides, games, shopping, and great food. Visit the website here.

HONK!
Somerville - Friday, Oct. 4 - Sunday, Oct. 6, 2024
Free
This annual three-day free festival bringing brass bands from all over the United States and the world to Somerville for a celebration of music, community and activism. Visit the website here.

187th East Village Fair
Lexington - Saturday, October 5, 2024
Free
Celebrate the New England fall season on Saturday, October 5th from 10am-3pm at the 187th Annual East Village Fair in Lexington, MA! This family-friendly fair features: Children’s games and activities Delicious home-baked goods Hot and cold foods including soup, pulled pork, grilled foods Flea Market Plant and produce sales Decorate-A-Pumpkin (free– courtesy of Wilson Farm) Vendor booths and tables representing local organizations Cheese, cider, cider donuts, ice cream, popcorn music and so much more! Visit the website here.

Annual Harvest Festival at LexFarm
Lexington - Sunday, October 6, 2024
The Lexington Farmers' Market is celebrating all things autumn with live music, food and beverages, children's activities, and open houses for Silk Fields Farm and Arlington Brewing Company.
Visit the website here.

Berkshire Harvest Festival
Stockbridge - Saturday, Oct. 12 - Sunday, Oct. 13, 2024
Enjoy live music and entertainment, fresh local and artisan food and refreshments, a plant sale and farmer's market, pony and hay rides, haunted house, hay jump, regional vendors, as well as some surprises still in the works. Visit the website here.

Mad Love Music Festival
Hingham - Sunday, Oct. 13, 2024
This outdoor festival features local musicians, food, drink, and activities for the whole family. Visit the website here.

Water Lantern Festival
Weymouth - Saturday, Oct. 19, 2024
Watch your unique lantern drift out into the water as it joins thousands of other lanterns carrying hope, love, happiness, healing, peace, and connection. Arrive before the ceremony to enjoy food, games, activities, vendors, and music. Visit the website here.

40th Annual AppleFest at Wachusett Mountain
Princeton - Saturdays & Sundays, Oct. 19 - Oct. 27, 2024
This all festival celebration includes over 100 craft exhibitors, a farmers' market, kids entertainment, and peak fall foliage viewing from the SkyRide. Visit the website here.

Boston Book Festival: Copley Square
Boston - Saturday, Oct. 26, 2024
Free
Boston Book Festival hosts author presentations, panels, and hands-on demonstrations at outdoor venues throughout the Copley Square area, from Trinity Church to the Boston Public Library. A street fair in the square features exhibitors and live music throughout the day.
Visit the website here.

Newton Harvest Fair
Newton - Sunday, Oct. 20, 202
Free
For over 40 years Newton has celebrated the change of seasons and gathered as a community at the Harvest Fair in Newton Centre.
Visit the website here.

New Hampshire Pumpkin Festival
Laconia, NH - Friday & Saturday Oct. 22 - Oct. 31, 2024
Free
An annual tradition in New Hampshire's Lakes Region, this free, family-oriented festival is known for its pumpkin tower, built with donated pumpkins carved at home or on site, as well as rides, activities, music, and food. Visit the website here.

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