Baldwin County Trailblazers

Chalk the Trail

Outdoor Sidewalk Chalk Art Event & Fundraiser

Fairhope’s First
‘Chalk the Trail’ Event

A sidewalk chalk art event along the Eastern Shore Trail at Orange Ave. & Scenic 98

Saturday April 24th  SUNDAY APRIL 25TH: Drawing / Design 8AM – 2PM  1PM – 4PM  Registration Fee: $25


April 16th: Trail Sponsor Deadline

EXTENDED TO April 22nd : Deadline to Register for Chalk The Trail

April 23rd: Supply/Goodie Bag pick up at the Easternshore Art Center from 10:00 am to 4:00 pm (NO CHANGE from original date)

April 25th: Chalk the Trail 2021

  • 1PM – 4PM Allotted time to create your chalk art
  • 4PM Recognition of top design in each category

Thank you for your interest in the Baldwin County Trailblazers 1st annual Chalk The Trail Event! This event will bring awareness to our local trails, get individuals & families out on the trail and raise funds for trail maintenance, development & connectivity. For the 1st Annual Chalk the Trail, participants will use chalk pastels to create their own unique design in their designated sidewalk ‘square’. Each participant or team will be provided a goodie bag with a 12 ct. pastel chalk set, snacks and other fun giveaways. The packets will be available for pick up on Friday, April 23rd at the Easter Shore Art Center. The creativity will begin SUNDAY, April 25th at 1:00 PM and participants will have until 4:00 PM to complete their design.

Awards will be given in each category: Individual adult (18+), individual teen (13-18), individual child (12 and under) and Family/Team (teams of 4). Grab your friends & family and register for this year’s Chalk The Trail. All proceeds benefit the Baldwin County Trailblazers’ mission to promote recreational activities in our community through the creation and maintenance of trails throughout Baldwin County.

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
  • 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 work space. Please know some squares may have cracked concrete. We will try to accommodate everyone as best we can.

Community Partners

Eastern Shore Art Center
Lyons Share logo

Event Sponsors

Local Properties

The Orthopaedic Group


Tiny Town

Coastal Classic Home Design


‘Friend of the Trail’ – Debbie Quinn

Core 3 Realty

Gulf Coast Organics, Inc.

‘Friend of the Trail’ – Beth Craft

Paint With Shannon

Father Nature Landscape

‘Friend of the Trail’ – Gina Oglesby Littlepage


Online registration for this event has closed, you are welcome to come out to the event and if there are still spaces available you can register on site Sunday! Each ‘sidewalk square’ is $25.

Your $25 registration fee helps support the Baldwin County Trailblazers’ mission to create and maintain recreational trails throughout our area. Thank you!