6 Exciting Fall Festivals in Massachusetts

The Big E, West Springfield, MA

The Big E hosts the biggest fair in the Northeast. Enjoy agricultural competitions, food contests, live music, midway rides and more. This is a typical big time fair with lots to offer the whole family.

Douglas Oktoberfest, Douglas, MA

At the Douglas Oktoberfest, there's plenty of beer, but this fall festival embraces its roots, too. Plenty of food vendors, arts & crafts, live music, and games fill the streets of downtown Douglas for an event that offers something for everyone in the family.

Harpoon Octoberfest, Boston, MA

If you enjoy good beer, don't miss out on Boston's annual Harpoon Octoberfest at Harpoon Brewery. Enjoy live music and dancing, traditional German eats, and of course...delicious beer. Stop by this multi-day event for one of the biggest Octoberfest celebrations in New England. 

Berkshire Botanical Gardens Harvest Festival, Stockbridge, MA

One of the longest running festivals of this type, the Berkshire Botanical Gardens Harvest Festival is fun for the whole family. Check out the farmers market, tag sale, lots of delicious food and live entertainment.

Wellfleet OysterFest, Wellfleet, MA

Enjoy oysters, scallops and more at the Wellfleet OysterFest. Take part in a shuck-off, enjoy live music and be sure to bring the kids. There are several activities in store just for them.

What the Fluff?, Somerville, MA

C'mon...who doesn't love Fluff?! This delicious festival is in celebration of one of the most underrated spreads: Fluff. Drawing 20,000 people each year, enjoy live music, cooking contests, and several Fluff-themed activities at this late September event. 

Key Insights at a Glance

• Fall festivals in Massachusetts celebrate the season with crisp days, colorful foliage, and harvest celebrations.
• The Big E in West Springfield is the biggest fair in the Northeast, offering agricultural competitions, food contests, live music, and more.
• The Douglas Oktoberfest in Douglas features beer, food vendors, arts & crafts, live music, and games for the whole family.
• Harpoon Octoberfest in Boston at Harpoon Brewery offers live music, traditional German eats, and delicious beer for one of the biggest Octoberfest celebrations in New England.
• The Berkshire Botanical Gardens Harvest Festival in Stockbridge includes a farmers market, tag sale, food, and live entertainment for the whole family.
• The Wellfleet OysterFest in Wellfleet features oysters, scallops, a shuck-off, live music, and activities for kids.
• What the Fluff? in Somerville celebrates the underrated spread with live music, cooking contests, and Fluff-themed activities drawing 20,000 people each year.