
WILLIAMSBURG — Williamsburg Downtown’s first-ever Trick-or-Treating event, scheduled for Oct. 21, has completely sold out.
Williamsburg Downtown is a nonprofit created to elevate the economic vibrancy and energy of the Williamsburg community. Often, the organization says that its signature events are what bring people together and highlight all that makes downtown so special.
But it’s not just about hosting events. Williamsburg Downtown says it’s also about building connections, supporting local merchants, and fostering an inclusive space where residents and visitors alike feel welcome.
“At the heart of what we do is collaboration. We are committed to working with local partners, engaging the community, and shining a light on all the experiences that make downtown Williamsburg so unique,” says Ashley Morris, Program Director for Williamsburg Downtown.
Williamsburg Downtown said this event is a passion project of board member Katherine Bailey, who has fond memories of living in the Historic Area of Colonial Williamsburg and taking her children trick-or-treating when CW hosted it. Bailey has long said that downtown Williamsburg is the perfect spooky, yet charming, setting for such an event.
The nonprofit said that CW did a wonderful job with it and has been “very kindly” cheering on the efforts of Williamsburg Downtown to reimagine downtown trick-or-treating. The organization adds hosting the event is its way of bringing that safe, family-friendly, magical experience back, while also showcasing the local merchants who are just as excited to facilitate it.
“Halloween season is now celebrated by many, and the fun community spirit is shown in lots of ways by individuals, neighborhoods and businesses — spooky decorations, pumpkins, gourds, and mums, painted, glass and sparkly pumpkins, lighted luminaries, hot apple cider, special menus (and an abundance of skeletons) — we’re happy to be part of the festivities,” said Natalie Moore, the new Executive Director for Williamsburg Downtown.
The organization’s initial ticket allotment sold out almost instantly. After careful consideration, it increased it to 750 tickets. However, those tickets have also since sold out, and the organization has said that will be a firm cap, as it wants to make sure it remains a high-quality, safe, and enjoyable experience for families, and setting that limit helps it balance strong community interest while ensuring the event feels welcoming and well-organized. The group added it will evaluate growing the event once it has completed this first year.
“I think it indicates a real need for this type of event!” Said Moore about selling out tickets. “We are always looking to add vibrancy— and a bit part of that is creating, and responding to, enthusiasm!”
The event will span the Merchant Square and the surrounding retail area, which the organization notes is a substantial portion of downtown. However, Williamsburg Downtown also says that it is being thoughtful about layout to ensure easy access to parking. Participants will receive very detailed instructions in the days leading up to the event.
“[We’re excited] to see downtown filled with community members, kids in costumes, and the kind of energy that brings the whole community together. We, along with so many of our local businesses, are thrilled to be able to provide a safe, fun space for families while highlighting the vibrant spirit of Williamsburg,” said Morris.
Shortly after the trick-or-treating event, Williamsburg Downtown will start its fifth year of its Santa fundraiser events. For more information and to purchase tickets for other upcoming events, visit the organization’s website.

