There are so many awesome, local Halloween events in the next few weeks – so here’s your official neighborhood round up!! Keep checking back in as more events get added to the schedule.

Charlestown Halloween Decorating Contest

Show off your Halloween spirit and give back to the neighborhood. Caught in Charlestown is celebrating the season with a Halloween Stoop Decorating Contest benefiting Harvest on Vine. Whether your home is spooky, creative, or covered in pumpkins, it’s a chance to get involved and support a local cause. Learn more here!

Fall-o-Ween Children’s Festival

Mayor Michelle Wu and the Boston Parks and Recreation Department will host the fourth annual Fall-o-Ween Children’s Festival on the Boston Common Parade Ground at the corner of Beacon and Charles Streets on Thursday, October 22, from 5 p.m. to 8 p.m.  Get all the details here!

Howl-O-Ween Dog Costume Parade

Saturday, October 24th | 11am–1pm

Charlestown Dogs is hosting its annual Howl-O-Ween costume parade at the Training Field. Bring your four-legged friends for a morning of costumes, community, and prizes. Categories include best single dog costume, dog and human, and dog with two or more humans. The rain date is Sunday, October 25th.

Family Trick-or-Treat at The Anchor

Saturday, October 24th | 11am–1pm

The Anchor is hosting its annual family-friendly trick-or-treat celebration in the Navy Yard. Enjoy trick-or-treat stations, pumpkin decorating, live music, photo opportunities, and a community pumpkin patch. Food and drinks will also be available for purchase. Get all the details here.

Halloween Trunk-or-Treat and Movie Night

Saturday, October 24th | Starting at 4:30pm

Celebrate Halloween in the Navy Yard with an afternoon and evening of family activities at Central Green, located at Rouse Boulevard and Intrepid Avenue. Enjoy crafts, lawn games, a costume parade, trunk-or-treating, food trucks, free popcorn, and an outdoor movie under the stars. Learn more here.

Nightmare in the Navy Yard at The Anchor

Saturday, October 24th | 6–11pm

Nightmare in the Navy Yard returns to The Anchor with its Fall Fire Edition. This waterfront Halloween party features live fire performances, cirque acts, haunted attractions, a Scary Movie Lounge, costume contests, and seasonal food and drinks. General admission and activities are free, with VIP experiences available for purchase. Get all the details here.

The Tall Ship Boo Bash

Sunday, October 25th| 12–4pm

The Tall Ship in East Boston is hosting its 5th Annual Boo Bash on Sunday, October 25th, from 12–4pm. Bring the whole family for an afternoon of pony rides, inflatables, a petting zoo, face painting, games, and plenty of Halloween fun. Food and drink specials will also be available. The event is free and open to the public, even if advance RSVPs are sold out. Weather permitting. Get all the details here.

Halloween in the Gardens

Sunday, October 25th | 10:30am–1pm

Gardens for Charlestown at 499 Main Street is hosting its annual Halloween celebration with arts and crafts, face painting, balloon twisters, pony rides, games with Knucklebones, and an instrument petting zoo with NEMPAC. Admission starts at $10 per child, with a $20 package that includes additional activities and refreshments. Learn more here.

Halloween Music Bingo

Friday, October 30th | 8pm

The Bunker Hill Associates are bringing back Halloween Music Bingo at Urban Wild. Doors open at 7pm, with bingo kicking off at 8pm. Enjoy music, costumes, prizes, and a night out while supporting the Bunker Hill Associates’ community programs and charitable efforts. Food will be available for purchase. Get tickets and details here.

Children’s Halloween Party at Bunker Hill Post 26

Saturday, October 31st | 6pm

J.W. Conway Bunker Hill Post 26 has a Children’s Halloween Party on its calendar for Halloween night. Families can check with the post for additional details about the celebration. Visit the event calendar here.

Halloween Around Monument Square

Saturday, October 31st

One of Charlestown’s favorite Halloween traditions is trick-or-treating around Monument Square and the surrounding streets. The neighborhood comes alive with decorated homes, costumes, and plenty of candy. It’s a longtime Charlestown tradition and a great way to celebrate Halloween close to home.

Check back as this list may be updated! 

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