5 Fall Events You Shouldn’t Miss In Massachusetts

Fall calendars can fill up fast between school, work obligations and social gatherings, but several events coming up in Massachusetts are worth working around.

Fall doesn’t have to look like a postcard to be worth celebrating, and getting everyone together doesn’t have to mean an expensive outing. Patch has rounded up some ways to enjoy fall with friends and family.

Like The Legend of Sleepy Hollow: A Musical Reading in Boston on Oct. 9, for example.

You may also want to gather friends and family for these fall events:

• CultureFest 2026, Medfield, Oct. 3
• Middle School Ultimate Frisbee Learning League, Shrewsbury, Oct. 4
• 2026 Haunted Woods Hayride: Forest of Fear! Grafton, Oct. 16
• Boston Haunted Walk — The Most Amazing Halloween Walk Anywhere! Wellesley, Oct. 18

And speaking of calendars: Are you planning an event this fall? Feature it so nearby readers see it all across Patch — including in roundups like this!