35 Fall Festivals in Massachusetts

Fall in New England means food, foliage, family, and fun. The changing light combines with bright Autumn colors to create an idyllic backdrop for awesome outdoor adventures and great family photos. This September, October, and November bring a bevy of festivals and events to help us all celebrate the season. Which means, of course, beautiful landscapes, apples and pumpkins aplenty, corn and hay mazes, fresh-pressed cider, and harvest feasts galore. We’ve put together this list of 35 fall festivals in Massachusetts to make your planning easy.

Limited-Run Fall Festivals

1. September 13-29 (West Springfield): Check out The Big E calendar this year and make plans to visit the largest agricultural event on the eastern seaboard.

2. September 14 (Boston): Enjoy the sweet reward of spinning honeycomb at the end of beekeeping season. Learn why bees collect honey, where and how it is stored in the hive, and then uncap the honeycomb, extract the honey in a hand-crank spinner, and enjoy some ‘liquid gold' during Honey Harvest! at Boston Nature Center, plus take home a small jar of fresh honey to enjoy.

3. September 14 (Lincoln): Watch cooking demonstrations, enjoy delicious tastings, make herb butter, explore the garden, and have an up close encounter with animals that love to visit the garden at the Drumlin Farm Fall Harvest Celebration.

4. September 15 (Concord): Join Steve Verrill and the farm crew, bring home a dozen ears of fresh picked sweet corn, and enjoy an early morning, hands-on harvest experience at Verrill Farm.

5. September 15 (Hamilton, Ipswich): Head to the annual Farm Day Festival at Appleton Farms where you can paint your own pumpkin, race in a potato sack, try a hay obstacle course, go for a pony ride, enjoy a wagon ride across the farm, listen to live music, chow down on farm goodies, visit with local craft vendors, and launch a pumpkin.

6. September 15 (Southborough): Chestnut Hill Farm's HarvestFest features pumpkin carving and painting, a farmer-judged pie-eating contest, face painting, an open barnyard, fresh-pressed cider, food, live music, and much more.

7. September 21 (Hingham): Visit with farm animals, climb aboard a tractor, paint your own pumpkin, learn about beekeeping and how to press apple cider, challenge your friends at potato spoon, and make sure to enjoy an HKS Clydesdales wagon ride during the Annual Fall Festival at Weir River Farm. This event also offers food trucks, local brews, live music, old-fashioned lawn games, face painting, and ice cream.

8. September 21 (Medford): It’s time for the annual Mystic River Celebration. Enjoy live musical performances, local artisan crafts, great food, a Knucklebones play area, and fun activities for all ages.

9. September 21 (Somerville): All Roads Lead to Fluff, so bike, boogie, scooter, or jetpack to Union Square as Marshmallow Fluff journeys round the world and back again for this year’s Fluff Festival.

10. September 21-22 (Cummington): Make butter, save and plant seeds, press apples, paint pumpkins, enjoy arts and crafts, dress-up like a 19th century farmer, ride ponies and tractors, listen to live music, and celebrate fall at this Homestead Harvest Festival.

11. September 21-22 (Harvard): Enjoy original handmade crafts by 40 local artisans, plus a food truck, live music, and more during the 9th Annual Craft Festival at Fruitlands.

12. September 27 (Lincoln): Visit the bees, taste delicious honey-and-apple combinations, share stories, sing songs, and make apple crafts at the Apple Honey Harvest.

13. September 28 (North Andover): Celebrate fall at this Stevens-Coolidge Family Homestead Festival, including home and garden tours, demonstrations, local food and drinks, kids’ crafts, and a community mural for all.

14. October 4-5, 11-12 (Stockbridge): Follow the free Naumkeag Pumpkin Trail at night to meet nocturnal woodland creatures as they emerge from the local forest to share their stories.

15. October 5 (Concord): It’s hayrides, PYO pumpkins, games, contests, live music, and more when the fields transform into fairgrounds to benefit Emerson Hospital at Verrill Farm’s Harvest Festival.

16. October 5 (Norfolk): Find local crafters, live music, children’s games and crafts, animals, trail walks, a duck derby, and more at the Stony Brook Wildlife Sanctuary’s Fall Fair.

17. October 5 (North Andover): Wish the butterflies well on their trip south to Mexico at a fall Monarch Migration Celebration. Enjoy a pollinator parade, create art and crafts, take in stories and demos, make seed bombs, and learn how to make your garden welcoming next spring, then take part in a large butterfly release.

18. October 6 (Dover): Powisset Farm launches the fall season with Harvest Fest, where you’ll find live music, hayrides, farm animals, demonstrations, contests, and a Vendor Village. Try navigating the hay maze, compete in field day activities like sack races and egg-on-a-spoon runs, participate in pumpkin decorating, ride a bicycle cider press, eat donuts on a string, or enter a competitive pie-eating contest.

19. October 6 (Needham): Once again, the Needham Harvest Festival offers a fun fall celebration with a pumpkin patch, trolley rides, apple cider, and tons of activities for the whole family.

20. October 11-13 (Somerville): Don’t miss the fun when Honk! comes to town. This annual three-day free festival brings brass bands from around the world together for a celebration of music, community, and activism.

21. October 12 (Roxbury): The Boston Agricultural Fair celebrates fall, community gardening, backyard growing, and local agriculture with displays, exhibits, contests, animals, old-time games and activities for kids, and tasty treats featuring locally grown and locally produced products. Explore beekeeping, backyard chickens, mushroom cultivation, cider pressing, and composting, plus enter a goat milking or pie eating contest.

22. October 12-13 (Stockbridge): The Berkshire Botanical Garden Harvest Festival fills a 15-acre campus with children’s activities, pony and hayrides, games, live entertainment, over 100 regional artisan vendors, a farm market, tag and plant sales, and education offerings scheduled throughout the weekend.

23. October 13 (Harvard): Celebrate autumn in New England at the Fruitland Museum’s Autumn Fest. See livestock raised by local farms, find fresh food sources near you, taste local fruits and veggies, and enjoy crafts, live music, and other special programs throughout the day.

24. October 13 (Martha’s Vineyard): Enjoy Fall on the FARM. Take a hayride to meet up with the cattle herd, try your hand at squash bowling, play field games, check out a cider press, and participate in pumpkin and face painting.

25. October 18 (Boston): With a costume parade, magic tricks, floating pumpkins, and other luminaries, the annual Frog Pond Pumpkin Float is always a gorgeous evening.

26. October 19 (Marshfield): Explore hay mazes, hayrides, farm animals, live owl programs, live music, kids’ crafts, artisan demonstrations, and more at the 39th Annual Daniel Webster Farm Day.

27. October 19 (North Andover): Get outside with this special Fall Foliage Celebration. Enjoy guided hikes to scenic vistas and unusual habitats at Ward Reservation and Weir Hill, then go on a pumpkin hunt, craft, and take historic home and garden tours at The Stevens-Coolidge Place. One ticket includes admission to all three Trustees properties.

28. October 19-20 (Newton): Live performances, pumpkin decorating, craft vendors, and amusement rides take over the streets at the Newton Harvest Fair.

29. October 19-20 (Sturbridge): See who wins the scarecrow contest at Sturbridge’s 30th Annual Harvest Festival. Enjoy their mini food truck festival while browsing through the wares of over 80 local artisans and crafters.

30. October 20 (Bolton): Bolton Orchards hosts a Fall Food Festival, featuring live music, fresh cider donuts, and other seasonal food. 

31. October 20 (Lincoln): Codman Community Farms hosts Sukkot on the Farm, a morning of activities and learning opportunities. Build a Sukkah, learn about honeybees, do arts and crafts, press cider, make sauerkraut, sing, visit the chickens and cows, create a multi-sensory prayer for rain, listen to stories, and more.

32. November 16 (Hampden): Learn about wild turkeys, go for a hike, and scout for evidence of the autumn’s woodland wild harvest during Terrific Turkeys and Fall Harvest at Laughing Brook.

Recurring Fall Festival Events

33 (Danvers). Connors Farm offers a wide range of family activities each weekend throughout the fall, in addition to PYO apples and pumpkins. Make your way through the corn maze, play a round of pumpkin checkers, milk a cow, play pumpkin tetherball, pet the barnyard animals, and more.

34 (North Andover). Smolak Farm hosts a Fall Festival event each weekend in September and October with PYO apples, peaches, and plums, plus hayrides, face painting, a bouncy house, and many other children’s activities.

35 (Stow). Each weekend in September and October brings PYO adventures, hayrides, a hay maze, and other kids’ activities at Shelburne Farm.

35 fall festivals in Massachusetts

35 fall festivals in Massachusetts