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Halloween Happenings Around Town

Halloween Events

Halloween is happening this year! After last year’s muted celebrations we are so excited to see some of our favorite events back once more - albeit with some adaptations to be mindful of individual town mandates. If you are looking for a trick-or-treat experience, or something a little more cultural (and spooky!) read our list to find a selection of events near you!


Bedford - Annual Trunk or Treat (Friday October 29th). Local businesses will be at the Whole Foods parking lot with treats for costumed kiddos - say hi to the Barrett Sotheby’s International Realty team there!


Burlington - Halloween at Wayside (Friday October 29th). Wayside Shopping Center is hosting this fun event with an outdoor scavenger hunt, DJ and dance party, costume parade and (of course) treats!


Carlisle - Halloween Trick-or-Treating (Sunday October 31st). Join the trick or treating fun in the town center from 4pm - stop by the Barrett Sotheby’s International Realty office to pickup some special treats!


Concord - Annual Trunk or Treat (Sunday October 31st). Head to the Beede Ctr Parking Lot with the family for a fun event - register ahead of time if you are planning to host a trunk.


Lexington - Downtown Trick or Treat (Friday October 29th). Get your costume on and stop into local businesses (including Barrett Sotheby’s International Realty) between 2-5pm for trick or treating fun.


Lincoln - Halloween Open House at Hartwell Tavern (Saturday October 30th). Walk down a path lined with jack-o-lanterns to trick or treat at the tavern, and chat to rangers about how people in Colonial New England protected themselves from evil spirits and witches. 


Melrose - Trick or Treat at Melrose Businesses (Friday October 29th). Downtown stores and businesses will be handing out treats to younger residents (Grade 3 and below).


Stoneham - 11th Annual Halloween Stroll (Saturday October 30th). Everyone is welcome to trick-or-treat at local businesses in downtown Stoneham then head to the town common for pumpkin decorating, festive crafts, activities and more!


Westford - head to our Westford office on Sunday, October 31st between 10am and 2pm - our agents have flashing reflector lights and candy to hand out!


Winchester - Halloween Window Painting (Saturday October 23rd).  This annual tradition is back for 2021! Sign up to decorate the windows of town businesses with pumpkins, ghosts, witches or whatever you fancy! 


Woburn - Host Lions Halloween Parade (Sunday October 31st). One of the largest parades in New England, dress up and line the parade route from Showcase Cinema to Horn Pond and cheer on the floats and marching bands as they celebrate Healthcare Workers and raise funds for the Mass Lions Eye Research Fund.


Woburn - 5th Annual Halloween Spooktacular Vendor and Craft Fair (Saturday October 30th). A spooktacular afternoon of shopping with 30+ local vendors and crafters - bring the kids in their costumes for some trick-or-treating too.  


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