There’s something extra special about fall in New England! 🍎🎃 Crisp autumn air, colorful leaves, apple cider donuts, pumpkins, hayrides, live music, farm animals, and plenty of family fun make this the perfect time to get out and explore.
If your family is ready to embrace all things fall, we’ve rounded up some local festivals and fall celebrations happening around Central Massachusetts. Grab the kids, throw on your favorite flannel, and make some memories! 🍁
October 3, 2026
- Douglas Oktoberfest - Douglas, 9:00 AM - 4:00 PM
- Dudley Apple Festival - Dudley, 10:00 AM - 12:00 PM
- Halloween Festival - Douglas, 10:00 AM - 3:00 PM
- Overlook Annual Fall Festival - Charlton, 10:00 AM - 3:00 PM
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 10:00 AM - 6:00 PM
October 4, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 12:00 - 6:00 PM
October 9, 2026
- West End Creamery's Fall Festival + Flashlight Maze - Whitinsville, 4:00 - 9:00 PM
October 10, 2026
- 2026 Halloween Festival - Douglas, 10:00 AM - 3:00 PM
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 10:00 AM - 6:00 PM
October 11, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, MA 12:00 - 6:00 PM
October 12, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM -5:00 PM
October 16, 2026
- Oxford's Halloween Farmers' Market - Oxford, 2:00 - 6:00 PM
- West End Creamery's Fall Festival + Flashlight Maze - Whitinsville, 4:00 - 9:00 PM
- Boo in the Woo Fall Festival - Worcester, 5:00 - 9:30 PM
October 17, 2026
- 46th Annual Waters Farm Days - Sutton, 10:00 AM - 4:00 PM
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 10:00 AM - 6:00 PM
- 2nd Annual Halloween Family Fun Day - Charlton, 2:00 - 5:00 PM
October 18, 2026
- 46th Annual Waters Farm Days - Sutton, 10:00 AM - 4:00 PM
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- Boo in the Woo Fall Festival - Worcester, 11:00 AM - 4:00 PM
- Dudley Fall Festival + Trunk or Treat - Dudley, 11:30 AM - 2:30 PM
- West End Creamery's Fall Festival - Whitinsville, 12:00 - 6:00 PM
October 23, 2026
- West End Creamery's Fall Festival + Flashlight Maze - Whitinsville, 4:00 - 9:00 PM
October 24, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 10:00 AM - 6:00 PM
October 25, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- Singletary Rod & Gun Club Fall Festival - Oxford, 12:00- 5:00 PM
- West End Creamery's Fall Festival - Whitinsville, 12:00 - 6:00 PM
October 30, 2026
- West End Creamery's Fall Festival + Flashlight Maze - Whitinsville, 4:00 - 9:00 PM
October 31, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
November 1, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
- West End Creamery's Fall Festival - - Whitinsville, 12:00 - 6:00 PM
November 7, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
November 8, 2026
- Fall Festival at Stowe Farm - Millbury, 10:00 AM - 5:00 PM
🍁 More Fall Fun to Add to Your Calendar
The festivals are only the beginning! Fall around Central MA also means apple picking, pumpkin patches, corn mazes, hayrides, cider donuts, Halloween events, live music, and family farm adventures.
So grab those cozy sweaters, pack the camera, and get ready for a season full of crunchy leaves, pumpkin smiles, apple-filled adventures, and family memories! 🍎🎃🍂
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Bookmark this page and check back often—festival dates, hours, admission prices, and activities can change, and additional fall events may be added throughout the season.
