26 October
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Spooky Spectacles Await: Unveiling the Top Halloween Events in Boston 2023 | By Maya Michalewicz

This weekend Boston awakens with an eerie excitement that can only mean one thing – Halloween is just around the corner! With a rich history steeped in the supernatural, New England’s beloved capital transforms into a hauntingly enchanting playground for all things ghoulish and ghostly. 2023’s Boston Halloween events vary from haunted happenings to family-friendly festivities, to dog-friendly activities, embracing the spooky season. Each Boston neighborhood has their own notable events, so whether you want to stay close to home, or explore a new neighborhood, there is something for everyone!


Back Bay


  • Marlborough Street from Berkeley Street to Fairfield Street, closed from 5:30 to 8:30 p.m.

29th Annual PruBoo Halloween Event

Prudential Center: Sunday, October 29, 11:00 AM – 1:00 PM

With over 50 participating stores, PruBoo has conjured up a whopping 4,550 lbs of candy to be given away throughout the day. Kids can enjoy face painting, pumpkin decorating, magic shows, and a concert. Costumed trick-or-treaters at View Boston even get a free ticket, and accompanying adults get $5 off to view Boston from 750 feet up high.

Candlelight: A Haunted Evening of Halloween Classics

Old South Church: Friday October 27th, several shows

Experience the enchantment of a live, multi-sensory musical performance in breathtaking Boston locations like never before with candlelight concerts. Secure your tickets now to uncover Halloween-themed music at Old South Church, bathed in the soft, warm glow of candlelight.

Beacon Hill


One of the best neighborhoods to go trick or treating, kids and adults alike, is in Beacon Hill! The cobblestone streets lined with gas lanterns and historic brownstones, paired with intricate decorations and street closures, Attract thousands of Bostonians, and tourists. 

Check out these streets from 4:00 – 8:00 PM: 

  • Pinckney Street from Joy Street to Charles Street
  • Mount Vernon Street from Joy Street to Charles Street
  • Chestnut Street from Walnut Street to Charles Street
  • West Cedar Street from Revere Street to Chestnut Street
  • Anderson Street from Myrtle Street to Pinckney Street
  • Branch Street from Charles Street to Spruce Street

Barbie Extravaganza Halloween Party

Liberty Hotel: 9:00 PM – 1:30 AM

Looking for a glamorous party? This Saturday night, the most likely haunted Liberty Hotel is hosting a Barbie Extravaganza Halloween Party from 9PM – 1:30 AM. Calling all Barbies and Kens for a sparkly, dance-filled, and pink night! Get your tickets >

Beacon Hill with a BOO!

Join Boston By Foot for our top Halloween event! For 30+ years, this walking tour has been a must for Boston Halloween enthusiasts. Explore Beacon Hill’s dark side on the Boo! tour. Hear chilling stories and see the neighborhood’s spooky transformation with our guides. Uncover tales of murder, witch trials, and more. Don’t miss this unique Beacon Hill experience! Get tickets >

South End

South End Halloween Trick-or-Treating

Like Beacon Hill, South End is equally famous for its decorated streets and stoops. As a neighborhood with many young kids, it’s fun to take your little ones out and show-off their costumes, or stay in and hand out candy! Check out these streets: 

  • Pembroke Street from Warren Avenue to Tremont Street closes traffic from 6 to 8:30 p.m, and Waltham Street from Tremont Street to Shawmut Avenue closes traffic from 5 to 8 p.m.

Halloween Fiesta at Cósmica!

40 Berkeley Street: 5:00 PM to 1:00 AM

Put on your most imaginative or haunting costume to be eligible to win a prize, including a $500 gift card for Cosmica & The Beehive! Kicking off at 8:30pm, talented DJ Hernan will be on the decks setting the mood & keeping the spirit active. Don’t miss a night full of tequila, mezcal and rum cocktail specials, off-menu food dishes, ceviches, tacos, and sharable large plates!


Family Trick-or-Treating Around the Anchor

The Anchor: 1 Shipyard Park, Saturday, October 28th, 11:00 AM – 1:00 PM

Looking to avoid going Trick-or-Treating with your little ones on a school night? Head to the pier on Saturday for multiple candy stops, live entertainment, and a live pumpkin carving by Paul Dever, along with food and beverage services featuring fall specials.

Family Trick-or-Treating on Halloween

Streets are filled with children and adults in costumes for trick-or-treating on the 31st from 4:00 – 8:00PM: 

  • Monument Square, streets abutting the monument
  • Monument Avenue from Monument Square to Warren Street
  • Winthrop Street from Monument Square to Common Street

Nightmare In The Navy Yard 2023

The Anchor:1 Shipyard Park

Indulge in a spooky waterfront festival all Halloween weekend at The Anchor! See the city’s largest urban pumpkin patch featuring over 450 traditional and specialty pumpkins. Check out The Anchor’s various festive themes including The Anchor’s State Fair, Haunted Mezzanine, Grave’l Yard, Apple Orchard and Spooky Swamp. There will be live aerial performances, a scary movie lounge, DJ, prizes for best costumes, food & more!


2023 Official Halloween Bar Crawl Boston’s Biggest Bar Event 2 Dates

Meeting at the Wild Rover: 61-63 Chatham Street

Bar Crawl LIVE! brings The Official Halloween Bar Crawl to you for the 8th year in a row. Complete with a cover-free, full-access ticket to all of the top-rated venues while dancing to the best local DJs, enjoying discounted themed drinks & food specials at 5+ venues, and following an easy-to-navigate digital bar list! It’s an unforgettable night where friendships are forged in the bustling bars and vibrant venues of  Boston.


Halloween Cruise Party

Provincetown II Boat: 200 Seaport Boulevard, Boat Boards at 6:30 PM

Boston’s Only Witch & Zombie Cruise – one of the most anticipated soirées. Drift from deck to deck aboard this 500+ Haunted Cruise. Drift from deck to deck as you enjoy chilling spirits (cocktails), ghoulish grub, and sinful DJ sets. You’ll want to prepare for a battle of good vs. evil as our Witches and Zombies fight for the ultimate costume titles – including the best scary horror stars. 


So, grab your broomsticks, don your most ghoulish garb, and prepare for a journey! Whether you’re seeking a night of pulse-pounding frights or a day of family-friendly fun, this guide will ensure you navigate the bewitching landscape of Boston’s Halloween scene with ease.