Guide to Halloween in the Neighborhood 2026

4.5 min readBy Published On: October 23rd, 2026Categories: Features0 Comments on Guide to Halloween in the Neighborhood 2026

Spooky Season in Southie is here!! Here is a roundup of all the Halloween Happenings in the neighborhood!  This list will be updated, so check back!

Trick or Treating on Broadway

Beware of little ghosts and goblins (and their parents) roaming the streets in search for Halloween candy.  East and West Broadway will be filled with trick-or-treaters on Friday, October 30th from 4pm-6pm picking up candy from local businesses and residences.  So be warned! This event is free and is hosted by the members of the South Boston Chamber of Commerce. A special pedestrian traffic flow has been requested.  If you are starting on West Broadway going toward East Broadway, walk on the odd-numbered (southern) side of the street. If you are starting on East Broadway heading to West Broadway, walk on the even-numbered (northern) side of the street.

Get in the Halloween Spirit

Stop by Southie Haunts this October and get in the Halloween Spirit! This home on West Fourth between D + E is decorated for Spooky SZN, and every night between 4pm-10pm there is a light show! Just press the button!  Tag us in your photos!  OPENING SOON!

Children’s Magical Halloween Castle Walk

It’s Back!  Have a hiatus, the Children’s Halloween Castle Walk will take place on Saturday, October 24th and Sunday, October 25th from 12noon-4pm. FREE ADMISSION. Storyteller. Costumes encouraged. All children must be accompanied by an adult.

Park City Pumpkinfest

Get the costumes ready! Park City Southie is hosting its annual Pumpkinfest on Sunday, October 25th from 1–4pm with pumpkin decorating, face painting, fall treats, live music, games, and plenty of family-friendly fun. There will also be a costume parade, so costumes are definitely encouraged! Get the details and tickets here.

PKL Family Halloween Event

On Saturday, October 24 from 1-4 p.m., PKL in Southie is hosting a Family Halloween event with free activities for kids and families, including pickleball, cornhole, a candy hunt for children ages 4 and under and a Halloween craft, where kids can make their own trick-or-treat bag. Throughout the event, PKL will have a dedicated pickleball court open for families to play for free from 1-4 p.m., with no reservation required. For adults, PKL will be serving Bloody Mary flights available for purchase during the event.

Lincoln

It’s officially pumpkin season, so why not do some festive carving? Lincoln is hosting their annual pumpkin carving events on October 16 – 25th!  Tickets are $35 per person. Purchase them here!

Howl-O-Ween at Roza Lyons 🐶🎃

Calling all Southie dog lovers! Roza Lyons is bringing back its annual Howl-O-Ween Party on Saturday, October 24th, from 4pm–6pm! Dress your four-legged friends in their best Halloween costumes for a dog costume contest, treats for the pups, and drinks for the humans! Plus, special guests Schultz Guest House, Lucky One Seltzer, Golden Days Seltzer, and Wolfies Treats will be joining the fun. It’s sure to be a tail-wagging good time!

Freak Show Circus at Mother’s East 🎪

Step right up! Mother’s East is getting into the Halloween spirit with a Freak Show Circus on Friday, October 30th, and Saturday, October 31st! Expect carnival vibes, drink specials, delicious food, and plenty of spooky fun. Plus, enjoy FREE tarot card readings on Friday from 3pm–5pm in the snug. Costumes encouraged!

Shamrock Pub Surfside Halloween Party

Get ready for a spooky good time at Shamrock Pub! The Southie favorite is teaming up with Surfside for a Halloween bash on Saturday, October 31st, starting at 8pm! Expect a costume contest, giveaways, tastings, and plenty of Halloween fun! Grab your friends, put on your best costume, and celebrate Halloween at 501 East Eighth Street!

Under the Sea Halloween Party at Nautilus Pier 4

Things are getting a little spooky under the sea at Nautilus Pier 4! Celebrate Halloween and the end of National Seafood Month with an Under the Sea-themed party! Enjoy dinner from 5pm–10pm, with a DJ kicking things off at 8pm. Come for the delicious food, stay for the party, and get ready for a fun night at Nauti!

Loco Halloween Movie Night and Sugar Skull Painting

Loco is hosting two special Halloween events! On Monday, October 26th from 5pm-7pm for a kids moving night featuring the classic Hocus Pocus.  $15 for buffer and trick-or-treat bag coloring (per child).  On Tuesday, October 27th, enjoy sugar skull painting at 7pm. $35 includes 1 ceramic skull, paint, paintbrushes, and all supplies you need, plus a complimentary welcome drink!  Get your tickets here. 

Halloween at The Broadway

The Broadway will be hosting a Halloween Party on Saturday, October 31st at 8pm. The costume contest winner will receive a $250 Gift Card!

Halloween Party at the Playwright

Get your costume ready! The Playwright is hosting a Halloween party on Saturday, October 31st. Cocktail specials and costume contest! Winn will receive a $250 gift card!

Cityside Pumpkin Patch Takes Over the Island Creek Raw Bar Seaport

Pumpkin picking without leaving the city? Yes, please! The Cityside Pumpkin Patch has taken over Island Creek Raw Bar in the Seaport at 99 Autumn Lane, bringing more than 10,000 pumpkins to the neighborhood! Enjoy pumpkin picking, a pumpkin-smashing zone, scarecrow archery, carnival games, spooky photo opportunities, seasonal cocktails, and more. It’s the perfect spot to get into the Halloween spirit! Tickets start at $13.90, with pumpkin packages available. Get tickets and all the details here.

Did we miss your Halloween celebration? Send us an email to [email protected] 

 

Leave A Comment