2025 Event Date & Registration Info Coming Soon

This event helps raise awareness about our local trails; get individuals and families out on the Eastern Shore Trail; and raise funds for trail maintenance, development and connectivity. At its core, it serves the mission to promote recreational activities in our community. All proceeds benefit the Baldwin County Trailblazers’ mission of advocacy.

The annual event takes place at the Eastern Shore Trail near the pier in Fairhope. 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.

Awards are given in each category: Individual adult (18+), individual teen (13-18), individual child (12 and under), Family/Team.  

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.