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Art on the Square 
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Art on the Square is one of the Junior Woman's Club of Williamsburg's principal

fundraisers to support community art initiatives!
 

Art on the Square is a juried show that is dedicated to providing original, high

quality, handcrafted and diverse mediums of art. It is located in Downtown

Williamsburg, along the entire stretch of the popular Duke of Gloucester Street!

The event features over 100 artists and is free and open to the public. 

 

Proceeds from artist booth fees are donated to visual and performing arts

organizations throughout the greater Williamsburg area including Williamsburg,

James City and Yorkcounties. Raffle tickets, 2025 commemorative posters, and

posters from previous yearswill be available at the JWCW tent at the intersection of

Duke of Gloucester and South Henry Street.

Artist Applications are available through Wednesday, January 31st. Click the button below to apply.

Artist Timeline: 

January 31, 2027 - Applications Close

February 2027 - Jurying Process

Artist works are scored on a scale of 1 (low) to 5 (high) by a four-person jury panel and are given a score of the combined points from each juror. The top scoring artists are then reviewed by the committee and finally, invited to participate in the show.

March 4, 2027 - Notification by email (Please do not call)

Approximately 100 juried artists will receive an invitation by email to exhibit.

Artists who were not invited to exhibit, but are considered alternates, will be notified of their alternate/waitlist status.

March 15, 2027 - Deadline to accept invitation

March 29, 2027 - Deadline to pay booth fee. No refunds available.

 

Art on the Square is one of JWCW's principal fundraisers to support community art initiatives. 


Art on the Square is a juried show that is dedicated to providing original, high quality, handcrafted and diverse mediums of art. It is located on Duke of Gloucester and North Boundary Street in Merchants Square, Williamsburg, Virginia. The event features more than 150 artists and is free and open to the public. Proceeds from artist booth fees are donated to visual and performing arts organizations throughout the greater Williamsburg area including Williamsburg, James City and York counties.

We are delighted to announce that Gulay Berryman will be returning to create an original oil painting, carrying on Dick DePaul's legacy supporting the Junior Woman's Club of Williamsburg and Art on the Square. 

 

If you are interested in having your past Art on the Square posters framed, or if you would like to purchase any past posters, please visit Walls Alive at 4264 Casey Boulevard in New Town.

Screenshot 2026-08-18 at 11-45-22 ZAPP - Event Information - The Junior Woman's Club of Wi
Questions? Contact:

 artonthesquareshow@gmail.com

Our 61st Annual Art of the Square Art Show will be held on April 25th, 2027 from 10am - 5pm on the streets of Colonial Williamsburg.​​
 
The Gardens of the Lightfoot Tenement

2026 Art on the Square

Gulay Berryman created an original oil painting, carrying on Dick DePaul's legacy supporting the Junior Woman's Club of Williamsburg and Art on the Square. The painting is called "The Gardens of the Lightfoot Tenement" (left).

The original painting was raffled off at this year's Art on the Square.

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