Halloweek 2025

Enjoy a hauntingly fun week of treats and special events for adults, kids and pups. Take a peek at the roster of frighteningly good fun below, and download The Street Insider to get first access to tickets.

Halloweek: Glow in The Dark Concert with Vanessa Trien

Friday, October 17 from 6 to 7 PM

Join us for a special glow-in-the-dark, family-friendly Halloween concert with Boston’s beloved, Parents Choice Award-winning kids’ band, Vanessa Trien and the Jumping Monkeys! Find more information and sign up here.

Halloweek: Tween Slime Lab with Kreative Handz

Saturday, October 18 from 12 to 2 PM

Join us for a tween-friendly slime making workshop at The Street. Locally-based Kreative Handz will walk your child through creating their very own 6oz slime to bring home, personalized with their choice of colors, scents, glitter, and Halloween-themed charms. One ticket is required per child: proceeds will support The Ellie Fund. Find more information and sign up here.

Halloweek: Fancy Nancy Dance Party

Sunday, October 19 from 11 AM to 12 PM

Join Hummingbird Books at The Street Chestnut Hill for a Fancy Nancy kick-off to Halloweek in celebration of the new 20th anniversary Fancy Nancy book, Besties for Eternity. Gather on The Green dressed in your Fancy Nancy best or Halloween costume. Enjoy a reading of the new book by author, Jane O’Connor and illustrator, Robin Preiss Glasser, learn the “banana walk” (you’ll see!) with Robin, and enjoy a movement session with the locally-beloved children’s dance school, Joanne Langione Dance Center. Tickets are required. Find more information and sign up here.

Halloweek: Spooky Pup Portraits with Polkadog Bakery

Sunday, October 19 from 12 to 2 PM

Wag this way and join Polkadog Bakery outside their store for complimentary professional photos with your pup (costumes encouraged) in front of our new mural and a treat bar. One ticket is required per group/family: proceeds will support The Ellie Fund. Find more information and sign up here.

Halloweek: Tarot & Treats with Legit

Wednesday, October 22 from 11 AM to 2 PM

Enjoy an afternoon featuring complimentary face masks from 111skin, private 15-minute tarot readings ($25/person – ticket required to reserve your spot), a first look at brand new items in-store, and spooky treats from The Half Cookie. Find more information and sign up here. Your ticket unlocks $25 off at Legit – valid on October 22 only.

Spooky SWEAT Crawl

Wednesday, October 22 from 6 PM to 8 PM

It’s not a trick: join us for a scary good sweat sesh at The Street on Wednesday, October 22. Begin with a 30-minute [solidcore] reformer workout, then haunt your way to Barry’s for a 30-minute HIIT workout. Finally, trick or treat yourself to complimentary goodies from Pink Carrot in The Passage and cool off with a pop-up cold plunge at SweatHouz. Ticket proceeds will support The Ellie Fund. Find more information and sign up here.

Trick or Treat at The Street

Saturday, October 25 from 11 AM to 1 PM (rain date: October 26, 11AM-1PM)

A sweet celebration – Trick or Treat at The Street is back! Join us for special treats from local businesses, character meet n’ greets with Corduroy Bear, a Minion, and the Blue Crayon from beloved storybook “The Day the Crayons Quit”, a live DJ, family-friendly entertainment, and more! Find more information and sign up here.