Your Complete Guide To October Fun In MA

MASSACHUSETTS — October typically hits a weather sweet spot — not too hot and not too cold — making it the perfect time to squeeze in some can’t-miss events in Massachusetts.

October is known for Halloween, but it’s also a great time for harvest festivals, public awareness walks, Oktoberfest celebrations and the last outdoor concerts of the season.

Before you know it, the winter holidays will overtake your calendar. Be sure to schedule date night, family day or even “you” time before October slips away.

To help you fill out your calendar, we’ve rounded up 10 can’t-miss events from around the Bay State in October, and one big game happening on Nov. 1.

• Fall Movie Nights on the Greenway — Boston, Fridays in October
• Lainey Wilson at Xfinity Center — Mansfield, Oct. 11
• North Shore Horror Fest — Danvers, Oct. 11
• Play It By Fear at The Rocks at Harbor Way — Boston Seaport, Oct. 17
• Harvest Fest — Downtown Rockport, Oct. 18
• Cape Cod Local Artisans & Food Truck Fair — Falmouth, Oct. 19
• Slashed in the 90s Halloween Party at The Liberty Hotel — Boston, Oct. 25
• Ray LaMontagne's Trouble 20th Anniversary Tour at Leader Bank Pavilion — Boston, Oct. 25 and 26
• The Official Halloween Bar Crawl at The Point — Boston, Oct. 31
• Boston College vs. Notre Dame at BC Alumni Stadium — Nov. 1*

Are you planning an event this fall? Feature it, so nearby readers see it all across Patch — including in roundups like this!

See Also

• 2025 MA Fall Fun Guide: The Big E, 'Hocus Pocus' Reunion And More
• Oktoberfest In MA: 5 Things To Know
• Fall Foliage 2025 Weekly Forecast Maps Show When Colors Will Peak In MA
• This MA Orchard Made List Of Country's Best
• Get Your Halloween Frights Early With These Spooky Events In MA