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Best Halloween events in Boston

Ready to put on a costume or get spooked? Here are fun, festive events for celebrating Halloween in Boston.

JQ Louise
Written by
JQ Louise

Halloween will be here before we know it, so we have started gathering the best ways to get spooky this year. However, if you want to avoid anything scary, check out our list of the best places to go pumpkin picking near Boston for a little wholesome fun. But if you want some fun ideas for the whole family, read our guide to Halloween in Boston for haunted houses and other fun activities. Once you’ve had your fill of candy and have gotten the frightful fun out of your system, keep the good times going by checking out the best Boston attractionsbest free things to do in Boston, and best museums in Boston to enjoy Boston to the fullest this Fall.

RECOMMENDED: Full guide to the best things to do in Boston

Best Halloween events in Boston

19th Annual Mayhem and Madness Halloween Bash
Photograph: Courtesy BostonYPA

1. 19th Annual Mayhem and Madness Halloween Bash

The BostonYPA Mayhem and Madness Halloween Bash has sold out every year with the exception of a pause in 2020. The night promises to be a spook-tacular event. DJ Wali Shakir will be spinning all night long and there is a costume contest, with a prize of $200 for best costume and runner-up prizes for lots of categories including: Most Original, Sexiest and Best Couple or Group. General admission tickets are $29. 

Titanic Masquerade Party Cruise
Photograph: Courtesy Boston Nightlife

2. Titanic Masquerade Party Cruise

Jump on the Spirit of Boston on October 28 for a haunted Titantic-themed party. They are expecting over 500 guests on three decks, with Boston’s hottest djs performing live all night. And the best part is, not only do you get to attend a fun masquerade, but you also get to enjoy views of Boston from the water as the boat will go on a three hour cruise around Boston Harbor. General admission is $45 and VIP tickets are $59. 



The (probably haunted) Liberty hotel will be hosting a Stranger Things Halloween party on Saturday, October 29, from 9 pm through 1:30 am. Always an epic annual bash, the party will feature elaborate Halloween decor, specialty-themed cocktails and music from two DJs (pretty sure “Running Up That Hill” will be on repeat). Demogorgons and 80s kids can buy tickets after Labor Day.

  • Bars
  • Cocktail bars
  • South End
  • price 2 of 4

Your favorite subterranean tiki bar is kicking up the fun for the month of Halloween by hosting a “Scare Leave” pop-up, serving seriously seasonal cocktails. Inspired by the scary movies we love, get your costume on and try the blood red Carrietta, made with berry infused tequila, or Trick or Treat shots. The treats are a rotating selection inspired by the bartender's favorite candies. The trick shot? You’ll have to let us know!

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