Saturday, May 17, 2025 | 1-4 p.m.
Utopia Park (above the Orange Street Pier beach)

Chalk the Trail is back and better than ever, in coordination with the Eastern Shore Art Center! The event has MOVED to the Eastern Shore Trail at Utopia Park to avoid construction at the pier. Check-in begins at noon, and winners will be announced at 4:30.

Participants use chalk pastels to create their own unique design in their designated sidewalk ‘square.’ Each participant or team is provided a goodie bag with a 12-ct. pastel chalk set, snacks, and other fun giveaways.

All skill levels and ages are welcome! This is a friendly competition, with awards given for: adult (18+), teen (13-18), child (12 and under), and family/group.  

Category winners will have a professional image of their artwork displayed at the Eastern Shore Art Center. The overall winner will receive a one-year membership to the ESAC.

New for 2025! “Corporate” category: Join forces with your colleagues to compete against other corporate teams! Your company’s name will be featured on event signage, and you can drop your PR materials into the event goodie bags. The winning corporate team will be featured with a photo in Social Magazine.

This event helps raise awareness about our local trails; gets individuals and families out on the Eastern Shore Trail; and raises funds for trail maintenance, development, and connectivity. All proceeds benefit the Baldwin County Trailblazers.

Chalk the Trail Rules & Information

• Drawing must remain within the designated square area. Please do not draw on any surrounding trees or any other surfaces.

• Only chalk can be used for drawings. No paint, crayon, ink or other non-washable or permanent products are allowed.

• One 12-ct. box of pastel chalk will be provided. Additional chalk can be purchased at the table on the event table the day of the event.

• Art created must be suitable for public and family viewing (no nudity, profanity, or content deemed inappropriate by the Chalk the Trail Committee). Also, we ask that you do not include words or symbols intended as political statements in your creation. The Chalk the Trail Committee reserves the right to refuse, stop or eliminate objectionable material. The Committee’s opinion will be final.

• Each artist or family/team will be assigned a number for your workspace. Please know some squares may have cracked concrete. We will try to accommodate everyone within the space allotted.

Sponsorship Information

Interested in sponsoring? We’d love to have your support! We welcome sponsorships from businesses and individuals. Find more information by emailing us below.