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!

Hocus Pocus Watch Party at Capo

It’s just a bunch of Hocus Pocus. Kick off Halloween week at Capo on Monday, October 26th, at 7pm with a special screening of the Halloween classic Hocus Pocus. Grab some food, drinks, and settle in for a little Halloween magic with the Sanderson sisters.

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!

Halloween Weekend at Hunter’s

Hunter’s is going full Shrek, Far, Far Away vibe, with live music, festive cocktails, and a costume contest all weekend long. On Friday, catch Fionn Lonergan from 5pm–8pm, followed by DJ Davvid at 10pm. Saturday features the Moe Murphy Band from 3pm–6pm, with costume contest winners announced at 6pm. Wrap up the weekend on Sunday with live music from KR from 4pm–7pm. Follow Hunter’s for more details.

Halloween Scary-Oke at Fat Baby

Grab your costume and warm up those vocal cords. Fat Baby in Southie is hosting a Halloween Scary-Oke celebration featuring karaoke, spooky drink specials, and prizes for the best costume and performance. Whether you’re ready to take the mic or just cheer on your friends, it’s sure to be a fun night.

Halloweekend at Lincoln Tavern

Lincoln Tavern is celebrating Halloween all weekend long with festive cocktails, brunch, live music, and DJs. Kick things off Thursday with Steakhouse Night and live music from the KR Show. Friday features a Halloween-themed brunch from 10am–3pm, followed by DJ Roks on Roks at 10pm. On Saturday, bring the little ones for a kids’ costume contest from 9am–11am, then DJ Joshua Carl takes over at 10pm. Wrap up the weekend Sunday with the Patriots game and DJ Mike Navarro at 7pm. Don’t forget to try one of Lincoln’s Halloween cocktails while you’re there.

Halloween Party at the McDonough Post

Head to the McDonough Post at 329 West Broadway on Saturday, October 31st, at 7pm for a Halloween party featuring boos, booze, finger foods, a costume contest, pool, and more. Costumes are encouraged but not required. A $5 entry donation is requested, and it’s cash only. Grab your friends and celebrate Halloween at the Post.

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 Pizza & Play at Clover Clubhouse

Clover Clubhouse is hosting a Halloween Pizza & Play on Thursday, October 29th, from 4:30pm–6:30pm. Enjoy pizza and chicken fingers while the kids play with Clover’s Play Leaders, plus spooky Halloween crafts for the little ones and a cash bar for the grown-ups. Costumes are welcome but not required. Tickets are $10 for members and $30 for nonmembers. Check out Clover’s website for more information.

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!

Diva Down: A Chill Halloween Brunch at Shy Bird

Come as you are, pajamas encouraged. Shy Bird is hosting Diva Down, a laid-back Halloween brunch on Saturday, October 31st, from 11am–3pm, featuring DJ Allegra. Skip the elaborate costume, grab some brunch, and enjoy some Halloween vibes. Pajamas are encouraged, but not required.

Halloween Costume Pawty at Castle Island Brewing

Calling all Southie pups. Castle Island Brewing is hosting a Halloween Costume Pawty on Thursday, October 29th, at 6pm on its South Boston patio. In partnership with Bardo’s Bar Pizza and Dog Eat Cake Pet Bakery, the event will feature dog beer, Halloween pupcakes, pizza dog treats, and pet portraits. Costumes are encouraged, so dress up your four-legged friend for some Halloween fun. Just a reminder, dogs are not allowed inside the brewery.

Bottomless Dumplings Halloween Party at Mei Mei

Dumplings and Halloween? Yes, please. Mei Mei Dumplings is celebrating Halloween on Saturday, October 31st, from 6pm–8pm with bottomless dumplings, spooky sips, and a costume contest. Come hungry and dressed to impress.

Spooky Strength & Conditioning at Backyard

Get ready for a BOOty burn at Backyard on Saturday, October 31st, at 7:50am. Join LK and Rob for a special Halloween Strength & Conditioning class. Costumes are encouraged, and there will be prizes for the best dressed. A little sweat before the Halloween candy. You can find class information and booking options on Backyard’s website

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]