Join Us

Scroll down for a complete list of sign-up opportunities including Paint Main community artists sign-up, festival volunteers, and workshops.

Paint with the Pros

Pay Fee

Become a Community Artist during Paint Main

Painting of an alleyway scene in front of a cafe called Sweet Tooth Cafe, with an easel holding a colorful impressionist-style painting and outdoor seating including a wooden bench, under a striped awning.

Are you a local artist? Want to paint alongside the professionals? Get involved with the art community in Gloucester? Here’s your chance to participate in our fast-paced competition on Main Street during the festival. Bring your own easel and supplies to participate. All community artists are eligible not just for awards and recognition but prize money as well! And, the winner of the Community Artist Competition automatically receives an invitation to the 2026 Plein Air Invitational!

Event Date: Saturday, June 6, 2026

Start Time: 10:00 AM

End Time: 12:00 PM

Location: Main Street, Gloucester, VA

Cost: $10

Please Fill Out Application Below


Register for Sports Star Screening

A person with dark skin wearing a white shirt and black cowboy hat facing away on a landscape with a blue sky and grassy horizon.

Let’s go the movies!

Join us for the 18 minute film with Gloucester native Ellis Finney, its writer/director, and Jeff Lichtenstein, the movie’s producer. We will have the popcorn ready!

Please Register Below


Volunteer

Three people wearing blue aprons smiling at the camera outdoors at an arts event.

Want to be part of the Festival?

Love the arts and want to be part of the Gloucester Arts Festival? Have you attended in the past and wondered how to get involved? Like to be behind the scenes? If you would like to volunteer to help with an event we would love to have you be part of the 2026 Festival! It takes a village to put on a month-long festival and while we have dedicated committee members who work year-round we are always happy to have new volunteers join during the month of June.

Please Fill Out Application Below


“Plant flowers in others’ gardens and your life becomes a bouquet.”

— Author Unknown