Halloweek Events at The Street
We have Not Yet Posted This Year's Information for This Event Yet
If new information for this event is already available for this year, please let us know.
If new information for this event is already available for this year, please let us know.
Dates: | Saturday, October 19, 2024 - Saturday, October 26, 2024 |
Hours: | Varies by day - see schedule |
Ages: | Toddlers, Kids, Adults |
In/Outdoor: | Indoor, Outdoor |
Cost: | Free see below |
Category: | Seasonal Fun |

The week-long series returns with fan favorite events and exciting new programming, including family-friendly live music, a Halloween themed running event with lululemon, a pumpkin painting art class, and Howl-O-Ween pet portraits at Polkadog Bakery.
Halloweek will conclude with the 6th annual, beloved community event, Trick-or-Treat at The Street.
All events are free with RSVP and open to the public, with the exception of The Street Seminars: Pumpkin Painting, which requires a ticket purchase.
HALLOWEEK AT THE STREET - EVENT HIGHLIGHTS
Howl-O-Ween with Polkadog Bakery
Saturday, October 19, 12pm – 2pm
Register HERE
Join Polkadog Bakery on The Green for complimentary professional photos with your pup and a build-your-own pup cup bar. Costumes are encouraged for all guests and their four-legged friends.
Halloween Trick or Trot with lululemon
Sunday, October 20, 10am – 12:30pm
Register HERE
Kick off Sunday morning with a spooktacular 3.5-mile run around the reservoir, led by lululemon ambassador, Mike Pannozzi. Costumes are highly encouraged, so bring your best Halloween spirit (and running shoes) for a frightfully fun time. Stick around post-run for some wicked cool prizes.
This event is open to all fitness levels.
Halloween Boogie with Music at The Blissful
Wednesday, October 23, 10am – 11am
Register HERE
Families are invited to a fun filled morning of Halloween themed music on The Green with national touring musician, Music at The Blissful. Sing, jump, shake, and laugh as Music at The Blissful celebrates the season. It is sure to be an action-packed good time for all. This event is geared towards families with 0-7-year-olds, but all are welcome.
The Street Seminars: Pumpkin Painting
Wednesday, October 23, 6pm – 8pm
'>Register HERE ($60)
Get into the fall spirit with a pumpkin painting class at Bianca. Led by local artist Mia Whittemore, guests will craft their own autumn masterpiece. Tickets include a pumpkin, supplies and a cocktail or mocktail from Bianca. Sip, paint, and celebrate the season!
Glow in the Dark Concert with Vanessa and the Jumping Monkeys
Friday, October 25, 6pm -7pm
Register HERE
Join The Street 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.
Vanessa is known for her engaging, interactive family shows and is backed by a stellar band. Head to The Green, grab a glow stick and join in on the fun. Music is geared toward children ages 2-8, but everyone is welcome.
In the event of rain, the concert will be canceled; guests will be contacted via Eventbrite.
Trick-or-Treat at The Street
Saturday, October 26, 11am – 1pm Rain Date: Sunday, October 27
Register HERE
A sweet celebration – Trick-or-Treat at The Street is back!
This annual, property-wide community event will feature delicious treats from local businesses, character meet n’ greets with Snoopy, a Minion, and Cookie Monster, a live DJ, magic performances, live costume illustrations, family-friendly entertainment, and so much more.
Trick-or-Treat at The Street is open to the public – and costumes are highly encouraged.
For more information on Halloweek at The Street, visit thestreetchestnuthill.com/halloweek-at-the-street and follow @shopthestreet on Instagram and Facebook.
COST | ↑ top |
Most events are free | Registration required for each event | Pumpkin painting class is $60
WEBSITE | ↑ top |
thestreetchestnuthill.com/halloweek-at-the-street
LOCATION | ↑ top |
33 Boylston Street, Chestnut Hill, MA, 02467 map
Phone: (617) 232-8900
RELATED LINKS | ↑ top |
- Profiles
Info changes frequently. We cannot warrant it. Verify with Halloweek Events at The Street before making the trek. If you find an error, please report it...