Williamsburg Downtown

10/26/2026

Time for your Local Lineup!

We’ll tag the event hosts and share direct event links so you can get all the details straight from the source. Just a reminder: we’re sharing most of these events, not always hosting ourselves!

Tuesday October 27th
Halloween Karaoke
Precarious B**r Project

Tuesday October 27th
Trick-or-Treat on the row
William & Mary

Tuesday October 27th-Thursday October 29th
Thrifting comes to campus
Catholic Campus Ministry @ W&M

Friday October 30th
Punches and Pints Comedy night
Precarious B**r Project

Friday October 30th-Sunday November 8th
Scrumptious Festival
Culture Fix
https://www.scrumptiouswilliamsburg.com




Got an event happening in Williamsburg Downtown? Send it our way!

10/26/2026

Book your holiday Santa photos here: https://www.williamsburgdowntown.com/santa-season

And we wanted to share some exciting Santa news!

We’re lucky to have a few new jolly faces joining us for Santa photos this year! Please help us give a big, warm welcome to Santa Kevin and Santa Ned! Welcoming back Santa Bradley & Mrs. Claus and Santa Bill!

You can read all about them here: https://www.williamsburgdowntown.com/santa-team

A very special thank-you to Santa Ron for all the joy and magic you’ve brought over the years. We wish you the happiest, jolliest retirement! You’ll be missed!

And our dear Santa Jim B has also retired, but we have hopes that if we need a backup if one of our Santa’s gets called to the North Pole he’ll step in! He’s the best, thank you Santa Jim B!

When booking your Santa photo session, you’ll notice a Santa’s name listed next to your chosen time. While we do our very best to keep everything running smoothly, please keep in mind that our Santa’s schedules may occasionally change. After all, they’re very busy this time of year, making sure those reindeer get to the Stryker Center right on time!

Questions? Email us at [email protected]

We can’t wait to make more magical holiday memories with all of you!

10/24/2026

Some more trick-or-treat fun!


📸 Photography by Juliet

10/23/2026

Williamsburg Downtown’s Annual Santa Photo Fundraiser is back for its 6th year and all photo sessions are now open for booking! Photo sessions run from November 20th to December 20th at this years new location:

The Stryker Center
412 N. Boundary Street
Williamsburg, VA 23185

Book your session HERE: https://www.williamsburgdowntown.com/santa-season

Enjoy a festive photo experience with Santa in a beautifully decorated setting. Wear your favorite holiday outfit, bring your wish list, and capture magical memories with high-resolution digital photos, emailed the same day, included with your session.

Important Info:

* Sessions must be booked in advance
* Tickets are per session (not per person) - Families over 6 people must book two sessions in the same time slot
* Pet-Friendly Sundays let you include your furry friends
* This is a fundraiser and we are unable to offer refunds, but we will try to reschedule with at least 24 hours’ notice
* Sessions fill up fast, so don’t wait!

Questions? Email us at [email protected]

Every session supports Williamsburg Downtown’s community events and holiday tradition, thank you for your support! we can’t wait to see you this holiday season!

Sincerely,
The Williamsburg Downtown Team

10/20/2026

Time for your Local Lineup!

We’ll tag the event hosts and share direct event links so you can get all the details straight from the source. Just a reminder: we’re sharing most of these events, not always hosting ourselves!

Thursday October 22nd
Williamsburg Baroque Presents an evening of Chamber Music
Williamsburg Baroque
https://www.mywpc.org/event/24492644-2026-10-22-williamsburg-baroque-concert/

Thursday October 22nd
SOLD OUT Williamsburg Downtown Trick-or-Treat!!
Www.williamsburgdowntown.com

Saturday October 24th
Book Signing with Mark Gagnon at The Fallen Acorn Bookshop
The Fallen Acorn Bookshop
https://www.fallenacornbooks.com/events/5591620261024

Sunday October 25th
Fall Festival & Trunk Or Treat
Williamsburg Presbyterian
https://www.mywpc.org/event/24449147-2026-10-25-trunk-or-treat-fall-festival/

Sunday October 25th
Full Circle VA Yoga Studio event Series
full circle yoga+
https://www.fullcirclewilliamsburg.com




Got an event happening in Williamsburg Downtown? Send it our way!

10/19/2026

Some exciting Santa news!

We’re lucky to have a few new jolly faces joining us for Santa photos this year! Please help us give a big, warm welcome to Santa Kevin and Santa Ned! 🎄Welcoming back Santa Bradley & Mrs. Claus and Santa Bill!

🎅🏼A very special thank-you to Santa Ron for all the joy and magic you’ve brought over the years. We wish you the happiest, jolliest retirement! You’ll be missed!

🎅🏼And our dear Santa Jim B has also retired, but we have hopes that if we need a backup if one of our Santa’s gets called to the North Pole he’ll step in! He’s the best, thank you Santa Jim B!

When booking your Santa photo session, you’ll notice a Santa’s name listed next to your chosen time. While we do our very best to keep everything running smoothly, please keep in mind that our Santa’s schedules may occasionally change. After all, they’re very busy this time of year, making sure those reindeer get to the Stryker Center right on time!

We can’t wait to make more magical holiday memories with all of you!

Meet the Williamsburg Downtown Santa Team, a group dedicated to spreading holiday cheer and joy throughout our community. With their festive spirit and commitment to making memories, they bring the magic of the season to life for families and friends alike.

10/19/2026

Santa is coming to Downtown Williamsburg! 🎄🎅

Our 6th Annual Santa Photo Fundraiser returns throughout November 21st-December 23rd at a NEW location:

The Stryker Center
412 N. Boundary Street
Williamsburg, Va 23185✨

NOVEMBER sessions are now open! Looking to get your holiday photos done early? You’ll get same day digital copies sent to your email!
Book here: https://www.williamsburgdowntown.com/santa-season

Bring your holiday outfits, wish lists, and the whole family (including furry friends on Pet-Friendly Sundays!) for magical memories with Santa.

🎟️ Advance reservations required — sessions accommodate up to 6 people total. Tickets are sold per session, are nonrefundable, and availability is first-come, first-served, so book early!

❤️ Every session supports Williamsburg Downtown’s community events and holiday traditions.

📧 Questions? [email protected]

We can’t wait to make holiday magic with you

10/18/2026

What a treat on this beautiful day, Williamsburg | Arts & Music Festival was able to reschedule and will be open until 4pm today! ☀️