Spooky season is here! Check out this list of ghoulishly delightful happenings that will make your October unforgettable. Whether you’re craving eerie strolls through haunted woods or vibrant costume parties, these events promise a thrilling blend of spooky fun and seasonal cheer. So, get ready to mark your calendar and dive into a Halloween season that’s brimming with both frightful and festive excitement!
Southwick’s Great Jack O’Lantern Journey: September 26 – October 31 (Mendon, MA)
Get ready for a spook-tacular time at a Halloween festival that’s a treat for all ages. Wander through a magical world of hand-carved pumpkins, each one telling its own unique story through intricate designs and whimsical characters. From the heartwarming to the eerie, don’t miss the chance to marvel at the artistry and creativity that goes into each glowing masterpiece.
Terror-Con 2024: September 27 – 29 (Marlborough, MA)
New England’s favorite horror convention, Terror-Con, is back! Dive into a weekend of spine-tingling excitement with celebrity guests, chilling panels, and a massive vendor hall filled with horror-themed collectibles and memorabilia. Whether you’re a hardcore horror fan or just love a good scare, Terror-Con 2024 promises thrills and chills you won’t want to miss!
MyFM Corn Maze Night at Wojcik’s Farm: October 17 (Blackstone, MA)
Join the MyFM Street Team for a spooktacular evening of Halloween fun at Wojcik’s Farm on Thursday, October 17th! Wear your Halloween costume and get discounted admission to the corn maze ($10 for ages 6+). The all-ages event runs from 5:30–8:30 PM (lots open at 5 PM). Enjoy games with prizes, a Halloween costume contest, yard games, food, music, and a beer garden. Some activities have additional fees, and food/drinks are sold separately. Listen to 101.3 MyFM the week of the event for a chance to win free maze admission!
The Haunt, A Wedding in Deadwoodville: October 18-20 & October 25-27 (Hopkinton, MA)
Prepare yourself for a spine-chilling theatrical event that takes you deep into the haunted woods of Deadwoodville, where the undead have roamed since 1715. This season, you’re invited to witness a wedding like no other—one that takes place beyond the grave. As you wander through on a guided tour, you’ll encounter grotesque and peculiar residents as they prepare for the big day.
Halloween Haunted Barn Party: October 19 (Sudbury, MA)
You’re invited to the Halloween Haunted Barn Party, where ghosts and ghouls come out for one night only! Explore our 200-year-old barn filled with spooky spirits, then head to the basement for signature drinks from Boston Harbor Distillery and tasty snacks. Tickets are available for 6pm, 7pm, and 8pm entry, with earlier times recommended for families. The party ends at 10pm, so don’t miss out on the scares!
Trunk or Treat!: October 19 (Franklin, MA)
Families are invited to a fun, little-kid-friendly morning of daylight trick-or-treating in the Franklin Public Library parking lot, filled with decorated trunks and activities. Costumes are encouraged, and no registration is needed. In case of rain, the event will be held indoors.
Spooky & Halloween Dueling Pianos ft Savage Pianos: October 24 (Natick, MA)
Don’t miss the “Halloween Edition of Dueling Pianos” featuring Savage Pianos from New York City! Enjoy an interactive evening in Stardust Plaza, where the audience chooses the playlist and the pianists bring it to life with humor and creativity. Come in your spookiest costume and suggest your favorite Halloween songs. The event is held adjacent to the hotel lobby.
Medway Pumpkin Walk 2024: October 25 (Medway, Ma)
Experience the magic of the Pumpkin Walk! Enjoy a mesmerizing display of creatively carved pumpkins, with Medway Community Farm offering hot cocoa, popcorn, and snacks. Be sure to pre-register and bring a flashlight for the evening stroll. Make it a full evening by dining at one of Medway’s fantastic restaurants before or after your pumpkin adventure!
Halloween Dance Party with Scott Brown and the Diplomats: October 26 (Hopkinton, MA)
Get your dancing shoes ready and your costumes planned for a night you won’t forget! Join an electrifying evening of fantastic music and dancing with the sensational Scott Brown and The Diplomats. This isn’t just any concert; it’s a costume-optional celebration that’ll have you feeling the Halloween vibes in style! There will be a costume contest for those with the true Halloween spirit! Wine, beer, and specialty cocktails will be available at the show.
Halloween Trunk or Treat Stroll: October 26 (Bellingham, Ma)
Halloween Hullabaloo: October 26 – 27 (Acton, MA)
Get ready for a spook-tacular Halloween weekend, both indoors and outdoors! Dress up in your best costume and let it spook, sparkle, and shine. Test your skills with Pumpkin Putt Putt and other thrilling outdoor games with a creepy twist. Put your detective hat on for a Spooktacular Scavenger Hunt, and keep an eye out for ghostly surprises around the Discovery Museum. Just a heads-up: some outdoor fun may depend on the weather.
Halloween Street Fair: October 26 (Marlborough, MA)
Great Pumpkin Trail Walk: October 27 (Holliston, MA)
Kids and Paws for a Cause – Halloween Parade: October 27 (Framingham, MA)
Come out and celebrate with a Costume Parade for kids and pets! Enjoy vendors, music, and raffles while showing off your best costumes. Please bring a non-perishable food or pet food item to support Daniel’s Table in helping those in need, including their furry friends. Rain date: November 3rd.
