Weekend Picks – Halloweekend 2026

Enter If You Dare: East Boston’s Nightmare on Moore Street Brings Halloween Magic to Life
Things are a little spookier in the neighborhood, thanks to Nightmare on Moore Street. For the fourth year in a row, Jimmy Magnasco has gone all out for Halloween with inflatables, light installations, crawling spiders, and singing pumpkins! It’s like a mini Halloween theme park right in the heart of our neighborhood. Clearly, a man who loves Halloween and our neighborhood of East Boston! Get the details here.
Haunted Heights Trick-or-Treat in East Boston
East Boston Main Streets is hosting Haunted Heights on Friday, October 30th, from 5pm to 7pm, at 971 Saratoga Street and participating businesses throughout the Orient Heights Business District. Families can enjoy trick-or-treating, costumes, music, and plenty of treats. Plus, Nightmare on Moore Street will provide spooky decorations for the festivities. Put on your costumes and head to Orient Heights for some neighborhood fun. Learn more here!
Halloween Parade on the Greenway
Celebrate Halloween with a Parade of Wheels on the Mary Ellen Welch Greenway on Saturday, October 31st, from 10am–12pm. The festivities kick off at the East Boston Branch Library at 365 Bremen Street. Decorate your bikes, scooters, strollers, or wheelchairs and join the parade in costume. Enjoy pumpkin decorating, treats, and free giveaways from Tadpole Shop. A fun way to celebrate Halloween with the whole family. Learn more from the Mary Ellen Welch Greenway.
VROCC Día de los Muertos Celebration
Celebrate Día de los Muertos with the Veronica Robles Cultural Center (VROCC) in East Boston, honoring loved ones through Mexican traditions, art, and culture. It’s a wonderful opportunity for neighbors to come together and learn more about this meaningful celebration. The free celebration takes place at the ICA Watershed, 256 Marginal Street, on Saturday, October 31st, and Sunday, November 1st, from 10am to 5pm, featuring traditional altars, live music, dance performances, and cultural activities. Get all the details here.
La Tavernetta Scream Queen Partya
This Saturday at 8PM, at La Tavernetta, swing by (in costume, for a free jello shot!) for a movie marathon, special halloween drinks and bites, games, and candy galore! Reserve a table ahead of time. More here!
Halloween Public Skating
Head to the Porrazzo Skating Rink at 199 Coleridge St for a family-friendly holiday ice skating session on Saturday, October 31, starting at 12:00 PM.
Pocket’s Billiard Club Halloween Party
Show off your costume at Pockets Billiard Club Halloween Party on Saturday, October 31st at 7pm. There will be drinks, food, fun, pool and specialty shots. Pockets is also hosting spooky movie nights every Wednesday in October at 7pm.
The ICA’s Halloween: It’s Magic!
Join the ICA this Saturday for a night of magic, illusion, tarot, music, and a photo booth. Tickets also include an open bar and food! Get your tickets here!
The Quiet Few Costume Competition
This Saturday at 8PM, head to the Quiet Few for a costume contest! The winner gets French fries for life! More here!
Eagle Hill Halloween Party
Join the Eagle Hill Civic Association’s Halloween party, located at Putnam Sq. Park, this Saturday, 10/31, for crafts, candy, and fun! More here!
SPORTS!!:
Bruins vs. Blackhawks – Saturday, October 31st at 1pm.
Celtics vs. Bulls – Friday, October 30th at 7:30pm.
Celtics vs. Magic – Sunday, November 1st at 3:30pm.
Patriots vs. Dolphins – Sunday, November 1st at 4:25pm.
Here are 7 Places to Watch in the Neighborhood!
Check back! This list may be updated!
Have a fun-filled weekend! Thank you to our Caught in Eastie readers and Neighborhood Partners for supporting our local neighborhood media efforts!

Hi! I’m Carina! I’m a junior at Northeastern University doing my Co-op at Caught in Southie; I’m very excited to be here! My favorite Boston spots are Chez Vous Roller Rink and Show Malatang- you can find me there most weekends! I love hanging out with my friends, reading, pickles, hockey, roller blading, and anything to do with music. Reach me at [email protected] to talk Boston!


Haunted Heights Trick-or-Treat in East Boston
5 Things You Should Know This Week – October 26th
Enter If You Dare: East Boston’s Nightmare on Moore Street Brings Halloween Magic to Life