Halloween in Boston: Things to Do

Lots of Spooky and Fun things to do in the Boston area this Halloween. Check ’em out!

Rise of the Jack-o’-Lanterns

This Halloween thousands of amazing, carved pumpkins will take over the Boston Seaport Hotel and World Trade Center. The multi-day, all-ages event will take place Thursday to Sunday, October 27 to 30. Tickets are required and won’t be sold at the door. For more information, check out therise.org.

Walk the Plank Fashion Show

October 29, 2016 @ 8pm

Ten Boston designers will battle it out Project Runway style to see who can create the best Pirate costume.  Then they will have to “walk the plank” to show off their wares. At the after party DJ Estrela will spin the best in top 40, hip-hop, and electronic music for a fun party. Gather your friends, start crafting your costume, and get in the spirit of the Pirate nautical theme. Find out more.

Boston Ghosts and Gravestones Tour

Step aboard the trolley of the doomed and join your host, a 17th-century grave digger, cursed with a sentence of eternal damnation. Hear about Boston’s most sinister characters – from the Angel of Death to the king of all killers – the Boston Strangler. Learn about all the haunts that call the “Hub” their home. But that’s not all! Step inside two of the oldest burying grounds in Boston for a walking tour you will never forget. More info.

Halloween Dance Party Cruise

Saturday, October 29 @ 7:30pm.

Call forth the spirit of the Flying Dutchman and its ghostly crew with a Halloween Haunted Ghost Ship party cruise. Put on your best costume for an unforgettable night on the water where you can celebrate the chills of the season. The ship offers stunning views of Boston Harbor and the inky-black moonlit ocean. More info.

Halloween on the Harbor party crawl

Friday, October 28, 7pm-10pm.

A $10 ticket (proceeds donated to a local non-profit – this year’s event benefits Friends of the Port Point Channel) gets you rides on a Boston Duck shuttle departing from Seaport Hotel to all the Halloween parties at The Barking Crab, Jerry Remy’s, Whiskey Priest, Atlantic Beer Garden, and more top spots along the waterfront (some bars may charge a cover).  Come in costume, and get ready to party!

Franklin Park Zoo Halloween Happenings

Zoo Howl

Saturday, October 29 & Sunday, October 30, 11:00 a.m. – 3:00 p.m.

Visit the zoo during the day to trick-or-treat among the animals. Thrills, chills and animals lurk around every corner on the Trick-or-Treat Trail. Throughout the day, guests will learn about the importance of enrichment, as they watch as many of the animals receive pumpkins. More info.

The Midnight Zoo

Thurs-Sun, through October 30, 6-10 p.m.

Under the light of the autumn moon, discover a secret corner of Franklin Park Zoo that is home to a mysterious, mystical world. The Midnight Zoo surrounds visitors with never-before-seen creatures from the farthest realms of the imagination. Wind your way through the darkness as the woods come alive in this 360-degree immersive experience. More info.

Maudslay is Haunted—Haunted Trail 2016!

Theater in the Open’s notorious annual haunting of Maudslay is for one weekend only.  Join a cast of all ages for a one-hour walk through eerie vignettes, spooky sketches and haunting scenes, all in the autumn grandeur of Maudslay State Park. This is a family-friendly event designed for all ages. More info.

Castle Island South Boston Magical Castle 

Castle Island Association’s 34th Annual Halloween Celebration is Saturday and Sunday October 22nd & 23rd from 12-4pm. Perfect fun and FREE family celebration!

Haunted Castle – Hammond Castle, Gloucester

Fridays and Saturdays, October 14 – 29, 2016   
Ages 7 & up
$15

A local tradition for over 25 years, the Haunted Castle is a surreal and unique 20-30 minute indoor and outdoor walking tour of a real medieval castle, just a few minutes north of the Haunted Happenings of Salem.

Park at Stage Fort Park for free, buy your tickets at the ticket booth, and ride the free shuttle bus to the castle (there is no parking at the castle).

Octoberfest Kids’ Trail – Winslow Farm Animal Sanctuary, Norton

Fridays-Sundays, October 7-30, 2016
All ages
$10/Adult, $5/Child

If you’d like to have a little bit of spooky Halloween fun, but you’re not sure how your little one will do, you may want to try the kid-friendly haunted trail at Winslow Farm. It is designed especially for children, complete with Halloween decor and a friendly ghost or two. Bring a flashlight for the evening trail.

Halloween in Salem

Halloween in Salem Massachusetts is a month-long spree of haunted happenings, séances, ghouls, ghost stories, witches, pirates, vampires, and the macabre.  More info.

Need a Costume?

Oh, and just in case you need a costume idea, get your Boston Red Sox’s costumes here.

Staying in Boston

Are you planning a visit to Boston to check out some Halloween Happenings? Consider one of our many short-term apartment locations throughout the city of Boston. Stay just a short distance from your favorite attractions with all the comforts of home. Call now to secure a reservation. 877-795-4387