Not just for Halloween, Boston's nightly Ghosts and Gravestones Tour combines a trolley ride with walking to visit the city's scariest sites.
Costumed "gravedigger" guides show you the darker side of Boston. They'll entertain you with haunted tales about the city's earliest days and strange discoveries - the mysterious North End tunnels, the unexplained Day of Darkness back in 1780, and the haunting ghost of Boston Harbor, the Lady in Black. And then there's the scariest part of the tour . . . a chilling visit to 2 of Boston's oldest graveyards, accompanied by tales of the macabre.
Check Groupon discount tickets to Halloween events, parties, and shows.
Beyond Boston . . . Halloween in Salem
Immerse yourself in witch culture by heading north of Boston to Salem, Massachusetts, also known as the "Witch Capital" after the infamous witch trials of 1692 led to the execution of 20 people and 2 dogs. Numerous historic and entertaining witch museums, historic sites, and appealing restaurants provide more than enough to see and do during your visit.
Lansdowne Pub (9 Lansdowne St, Fenway) - Free Spooky Legs & Eggs Drag Brunch Show on October 19 - doors open 11am, show at 1pm; Halloween Ball with Live Band Karaoke with the Jukebox Heroes on Thursday, Oct 31, band plays at 10pm - costume contest - 21+, no cover. More info: http://www.lansdownepubboston.com
Liberty Hotel (215 Charles Street) - Liberty's special "Day of the Dead" Halloween Costume Party Package (includes 2 tickets for the Day of the Dead Halloween party on 10/26, and 2 Bloody Mary vouchers for Sunday morning, plus luxury accommodations). Check regular rates. Book online with Promo code HO9 or call 1-800-228-9290 and ask for promo code HO9). Package rates start at $599.
The Greatest Bar (262 Friend Street, West End near TD Garden, 617-335-5582) hosts their 12th annual Haunted Mansion Halloween fundraiser - Enjoy great music and wear your scariest costume - Saturday, October 27, doors open at 6pm, $15. $500 cash prize for best costume. DJs; party is on all 4 floors. Tickets required - get them here: https://www.eventbrite.com/e/12th-annual-haunted-mansion-the-greatest-bar-tickets-50405704820. And don't miss Tower of Terror on October 25 - 4 floors of terror and mayhem. Tickets: https://www.eventbrite.com/e/tower-of-terror-the-greatest-bar-tickets-74856404521
Loretta's Last Call (1 Lansdowne St, Fenway, 617-421-9595) - Pumpkin Carvin' Party - October 28. 6-8pm - $17 includes pumpkin, carving kit, and 1 pumpkin beer with prizes, giveaways, and live music starting at 7pm. 21+. Tickets: https://www.eventbrite.com/e/pumpkin-carvin-party-tickets-38092796580. Puppy Patio Party: Halloween Edition - Oct 26, 12 noon - 2pm - bring a furry friend in an Halloween costume (and come in one yourself); treats, giveaways, brunch specials. Halloween Hoedown - Oct 31, 10pm - Live music, costume contest, specialty cocktails, 21+, no cover. More info:https://lorettaslastcall.com/calendar/
There's no need for a designated driver after a Halloween bar crawl when you stay over in a Boston hotel - just make sure you choose a hotel within close walking distance from your last stop. Enter your dates to find best rates:
Ghosts, Halloween Decorations, & More - Themed Walking Tours
Beacon Hill's historic homes display some of the most colorful and lavish Halloween door and window decorations in the city. You can easily stroll through the neighborhood on your own - Chestnut and Mt Vernon Streets are great starting points.
- Beacon Hill Photography Walking Tour - Your guide will make sure you see the neighborhood's famous cobblestone lanes and other photo-worthy attractions, entertain you with stories about the famous residents who live here, and photograph you at various points along the way. For the full Halloween experience, come in costume! More about the Beacon Hill photography tour
Of course, you can take these tours throughout the year, but seeing the colorful and creative Halloween decorations adds to the fun!
Halloween Celebration on Castle Island
Children of all ages will love the Magical Halloween Castle and Celebration at Fort Independence on Castle Island on October 26 and 27, 12 noon-4pm.
Look for storytelling, magicians, a Magical Castle (that may be "haunted"), refreshments, and more at the star-shaped fort ... supposedly the inspiration for "The Cask of Amontillado," Edgar Allan Poe's famous chill-filled short story.
The Castle Island events take place between 12 noon and 4pm on both days, weather permitting. Children MUST be accompanied by an adult. Free admission.
A block away is King's Chapel Burying Ground, Boston's oldest cemetery. Many of the first generation of English Puritans who settled in Boston are buried here. Be sure to check out the intricately carved seventeenth century headstones embellished with skulls and crossbones, and depicting Time wrestling with Death.
And, if you enjoy scary ghost stories, King's Chapel Burying Ground is supposedly haunted by Captain Kidd, hanged for piracy in 1701.
Of course, like many other Boston Halloween tales, that story may not actually be true.
Detailed signs at both graveyards will help you discover where all the bodies are buried.
Cost: Free Locations:
- Granary Burying Ground is next toPark Street Church, at the Park Street/Tremont Street intersection
- King's Chapel Burying Ground is next to King's Chapel, corner of Tremont and School Streets