The 10 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 10 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. Marlborough Heritage Weekend & Oktoberfest, Marlborough, MA

This fall festival features chili, chowder, a farmers market and arts and crafts displays. Marlborough Heritage Weekend is the perfect way to kick off fall in this part of the state. Be sure to check out the Oktoberfest portion of this festival and enjoy the live German music.

3. Douglas Octoberfest, Douglas, MA

At the Douglas Octoberfest, 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.

4. Cape Cod Scallop Fest, East Falmouth, MA

Cape Cod knows how to do a fall festival. Their Cape Cod Scallop Fest celebrates the seafood that is caught fresh in the region. For those who prefer they meal comes from the land, they have fried chicken, too. There’s a car show and corn hole tournaments, as well as lots of live entertainment.

5. 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.

6. Tower Hill Botanic Garden Fall Fest, Boylston, MA

Held on three consecutive weekends, the Tower Hill Botanic Garden Fall Fest features apple pies, preserves, honey, crafts, orchard tours, art, live music and more.  Each weekend features a fall harvest-related art activity.

7. 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.

8. Apple 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.

9. 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.

10. Nantucket Island Fair, Nantucket, MA

Each September, for over 150 years, Nantucket plays host to their legendary Island Fair. Contests include biggest pumpkin and zucchini competitions, carrot cake contests, and more. You can expect dog shows, livestock shows, egg and spoon races, watermelon eating, corn husking, and more. It’s fall fun for the whole family. 

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