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Halloween in Boston

The best scary, silly and spooky activities you and your family can do around Boston this Halloween

Written by
Tanya Edwards

As the fall foliage peaks in New England and we settle into a perfect autumn chill, Halloween comes knocking with all of its chills and thrills. This year, you can take several spooky tours, go pumpkin picking or hit up the haunted happenings in Salem. Get ready for the scary season with our guide to making the most out of Halloween in Boston! For other fun fall activities, check out our list of the best apple picking spots near Boston and the most haunted places in MA.

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

Festive fun at Time Out Market

  • Things to do

New England Beer Festival: Here in the Northeast, we’ve been making incredible craft beer well before it ever became cool. Our region’s rich brewing history has paved the way for a vibrant, current-day beer scene that honestly calls for a celebration—and Time Out Market Boston is here for it. Join us for our weekend-long New England Beer Festival on Saturday, Jan. 22, and Sunday, Jan. 23. For two whole days, we’ll be welcoming some of the best breweries that the Bay State and our neighboring New Englanders have to offer, as they give folks a frenzy of free tastings. There’ll be dozens of different brews poured each day for your sampling pleasure, in addition to full cans of your favorites that you can buy at our bar. The festival, which will take place from 12pm—5pm on both days, will also feature local bands, so you toast along to some live tunes. For the full list of breweries that will be cracking up some cold ones with us each day, check out our lineup below and start planning your bucket list.

Vanished Valley
Castle Island

Mast Landing
Lone Pine
Exhibit A
True North
Jack's Abby

  • Restaurants
  • Drinking

Baby, it’s cold outside—so let’s all raise a cozy cocktail and toast the season at Time Out Market Boston’s outdoor winter Après Bar starting Friday, Dec. 10. The Fenway establishment has transformed the bright blue van parked outside its patio into a wonderland of warm beverages. Conveniently located right beside The Rink at 401 Park Drive, the Après Bar will be serving up hot cocktails and cold beer to folks stepping off the ice (and people who don’t even bother lacing up those skates) on weekends throughout the winter.


Halloween in Boston

  • Things to do

First order of Halloween business is to find the perfect pumpkin to demonstrate your carving skills. Skip the grocery store pumpkins and head to one of these farms near Boston where you can pick your own from a patch surrounded by idyllic farmland and maybe catch a hayride.

  • Things to do
  • Walks and tours
  • Waterfront
  • price 2 of 4

Explore the spooky side of Boston on the Trolley of Terror. On this 90-minute tour, you’ll hear tales of the Boston Strangler, the murders and executions that took place on the Boston Common and paranormal activity at the Omni Parker House. Most of the tour is aboard the trolley, but you’ll also walk through two of the oldest burial grounds in the city and visit the site of a notorious grave-robbing scandal. The tour is available year-round, but Halloween is the best time to go (book tickets early), especially in costume.

Abingdon's spookiest spot is open for in-person scares this season with all new sets sure to terrify! You can make it a date with the venue’s “Bite and Fright” special, which includes dinner at the Abington Ale House—you can even upgrade and have scary characters visit you and take photos while you’re eating dinner.


Boston Ghosts offers a chilling look into a more supernatural side of Boston. There are endless ghost stories to tell, from religious quarrels to fiery locals. You'll take a tour through downtown Boston’s most haunted hotspots and explore both the paranormal and historical worlds.

  • Hotels
  • Downtown
  • price 3 of 4

One of the oldest and most historic hotels in Boston, the Omni Parker House is believed to be haunted. Originally built in 1855 and then rebuilt in 1927, the hotel is a stop on many ghost tours. There have been reported sightings on the 9th and 10th floors of a bearded gentleman dressed from the Colonial era, and the 3rd floor has been said to have its share of paranormal activity as well. 

  • Shopping
  • Thrift stores
  • Kendall Sq
  • price 1 of 4

At the top of your October shopping list, of course, is to get yourself a costume. The Garment District has everything you can think of for the perfect Halloween costume—witches, ghouls, monsters, plus any number of “sexy” outfits and all kinds of masks. Wallet-watchers scared off by brand new costumes can peruse the thrift section for retro finds.

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