The 8 Best Fall Festivals in Massachusetts!

Fall is in the air. Crisp days with the foliage ablaze in a variety of bright colors, and the harvest of local fruits and vegetables brings on a feeling of celebration. To welcome in the season, immerse yourself in all things fall with these excellent festivals in Massachusetts! 

1. 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.

2. 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.

3. Cranberry Harvest Festival, Wareham, MA

Jump right into the cranberry bog as harvesting is taking place at Wareham’s Cranberry Harvest Festival. If you’d prefer to stay dry, however, there are pony rides, helicopter rides, wagon rides, several cooking demonstrations and loads of activities for kids.

4. 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. 

5. 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.

6. Apple and Agriculture Days at Old Sturbridge Village, Sturbridge, MA

A visit to Old Sturbridge Village is in itself a wonderful adventure. Visiting during Apple Days is the perfect way to celebrate fall. Bob for apples. Play games with apples. Eat apple pie and a variety of other delicacies from the harvest. Experience apple harvest time from days gone by.

7. 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.

8. 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. 

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Dec
05

Saint Nicholas Festival

Quincy Point Congregational Church Quincy, MA
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Dec
05

Chelmsford Craft Fair

9:00 AM
Parker Middle School Chelmsford, MA
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Dec
05

New England Holiday Craft Spectacular

10:00 AM
Starland Sportsplex and Fun Park Hanover, MA
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Dec
05

Sea Festival of Trees

10:00 AM
Blue Ocean Event Center Salisbury, MA
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Dec
05

West Springfield Feztival of Trees

10:00 AM
Clarion Hotel And Conference Centre West Springfield, MA
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Dec
05
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05
Dec
05

Reading Festival of Trees

10:00 AM
Parker Middle School Reading, MA
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Dec
05

Newton Holiday Craft Fair

10:00 AM
Newton South High School Newton, MA
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Dec
05

Walpole Festival of Trees

11:00 AM
Walpole Co-Operative Bank South Street Center Walpole, MA
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Dec
05
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Dec
05

Sandwich Christmas Fair

12:00 PM
St. John's Episcopal Church Sandwich, MA
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Dec
05

Rutland Festival of Trees

1:00 PM
Rutland Free Public Library Rutland, MA
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