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Trekell 30 Day Art Challenge

Once a year we host a 30-day Art Challenge to bring out the creative genius in you. Like a marathon for runners, or a NaNoWriMo for writers, we throw down a gauntlet of daily challenges that will inspire you to have fun with your art for an entire month.

This year’s theme is music. Bands and musicians, specifically. We’ve included everything from Bowie to Biggie, Billie Eilish to Billie Holiday, and Siouxsie Sioux to Stevie Wonder.

Immerse yourself in the sounds of your favorite songsters while you draw and/or paint whatever you like as it relates to the musician or band. Some examples might be the musicians themselves, an album cover, a lyric, or a song title. We aren’t specifying any particular direction, so you have carte blanche to create what you like.

How it Works:

We’ll choose a winner each day and that person will receive a $25 Trekell Gift Certificate. Those who enter every day of the Challenge will be entered to win a $250 Trekell Gift Certificate grand prize.

Check out the highlighted artists--those days will be judged by a Trekell Pro Team Artist! We will announce the winner of the grand prize on March 31st. Post your entries using hashtag #trekell30 each day. (Tip: Don’t post too far ahead because we look through the newest entries each day.)

Trekell's 30 Day Art Challenge list of artists and groups for each day.


Bonus! For a super special twist and extra street cred for you, tag a living artist/musician from the list and if they share your drawing or painting on their feed or story send it to us for a $100 Trekell Gift Certificate!

We can’t wait to see your art based on bands and musicians for this annual Trekell 30 Day Art Challenge. Please join us and fellow artists in a whirlwind month of creativity and inspiration, and best of luck to everyone!

2021 OVERALL WINNER: @official.cc.art

Grid of small portrait artworks and character studies.

Check out our Daily Winners and Past Prompts below:

Day 1 Winner: @wisenwild

Art Challenge Day 1 graphic: John Lennon, with black round glasses.

 

Grayscale portrait of a young person wearing a dark cap.

Day 2 Winner: @ashleycorbello

Art Challenge Day 2 graphic: David Bowie, with a red-and-blue lightning bolt.

 

Blue-and-white Boston terrier with large upright ears against orange.


Day 3 Winner: @chaselittledemonsart
 

Art Challenge Day 3 graphic: Tina Turner, with What's Love Got to Do with It lettering.

 

Black-and-white Tina Turner illustration with microphone and Rolling on the River lettering.

Day 4 Winner: 
 Art Challenge Day 4 graphic: Elton John, with colorful novelty glasses. Grayscale portrait of a man in a patterned cap and glasses.

Day 5 Winner (Chosen by Todd Casey): @sabrina_omar_fine_art 

Art Challenge Day 5 graphic: Wu-Tang Clan, with outlined raised hands. Painted portrait of a dark-haired man in black glasses against pale ochre.

Day 6 Winner: @shauntoots

Art Challenge Day 6 graphic: Lady Gaga, with red hood and playing cards.

 

Vivid portrait of a woman with dramatic eye makeup and colorful jewelry.

Day 7 Winner: @larahjorthoy

Art Challenge Day 7 graphic: Prince, with a purple-and-black face silhouette.

 

Illustrated man with dark swept-up hair, facial hair and a blue jacket.

Day 8 Winner: @heatherolsenart

Art Challenge Day 8 graphic: The Weeknd, with a white head silhouette.

 

Portrait of a curly-haired man in sunglasses and a red jacket against teal.


Day 9 Winner: @michaelflintart

Art Challenge Day 9 graphic: Madonna, with Strike a Pose lettering.

 

Grayscale woman with curled pale hair, dark brows and a black collar.


Day 10 Winner (Chosen by Kate Zambrano): @gloria.chow

Art Challenge Day 10 graphic: Ozzy Osbourne, with a grayscale long-haired portrait.

 

Portrait of a long red-haired man holding a microphone.

Day 11 Winner: @lillian.mya

Man with large dark hair within a multicolored radiating border.
Art Challenge Day 11 graphic: Jimi Hendrix, with black guitar and hat silhouettes.


Day 12 Winner: @mnotkoart

Art Challenge Day 12 graphic: Debbie Harry, with a pale heart-shaped diamond.

 

Grayscale woman with pale tousled hair looks upward to the side.


Day 13 Winner: @sarahrileyart

Art Challenge Day 13 graphic: Stevie Wonder, with a keyboard on a stand.

 

Smiling man in round glasses with colorful beads in his hair.


Day 14 Winner: @kulorbandit

Art Challenge Day 14 graphic: The Notorious B.I.G., with golden crowns.

 

Hand shades a grayscale portrait of a man in a cap.


Day 15 Winner (Chosen by Glenn Arthur): @ginahaweswatercolors

Art Challenge Day 15 graphic: Siouxsie Sioux, with a black-haired illustrated face.

 

Dark-haired woman with red lips amid green leaves and red flowers.


Day 16: @katelynmaypetty

Art Challenge Day 16 graphic: Elvis Presley, with dancing silhouette and music notes.

 

Grayscale man holds a rectangular object against his chest.


Day 17: @misty.crawford.9

Art Challenge Day 17 graphic: Bob Marley, with a faceted multicolored portrait.

 

Man with long dark locks painted against a pale background.


Day 18: @murielannart

Art Challenge Day 18 graphic: Rihanna, with a red umbrella.

 

Woman in a colorful headscarf and large hoop earrings against blue.


Day 19: @changeofpaceart

Art Challenge Day 19 graphic: KISS, with a face-painted guitarist.

 

Face-painted guitarist with tongue out against blue and yellow lights.


Day 20 (Chosen by Sean Cheetham): @jcalquhounart

Art Challenge Day 20 graphic: Eddie Van Halen, with a grayscale long-haired portrait.

 

Smiling long-haired guitarist performs with a red striped guitar.


Day 21: @galinarichardson

Art Challenge Day 21 graphic: Gwen Stefani, with a banana and cartoon symbols.

 

Portrait of a pale blonde woman with red lipstick.


Day 22: @madischweitzer

Art Challenge Day 22 graphic: Buddy Holly, with black framed glasses.

 

Grayscale portrait of a suited man wearing black glasses.


Day 23: @mariamkeurjikian

Art Challenge Day 23 graphic: Snoop Dogg, with a sunglass-wearing illustrated face.

 

Grayscale man with braided hair beneath a tall chef's hat, surrounded by small cooking-related drawings.


Day 24: @asiavondope

Art Challenge Day 24 graphic: Beyoncé, with Who Runs the World? Girls lettering.

 

Woman in yellow with a cup amid golden honeycomb shapes.


Day 25 (Chosen by @kelogsloops) : @mnotkoart

Art Challenge Day 25 graphic: Billie Eilish, with a bright green illustrated portrait.

 

Grayscale portrait of a pale woman resting her face on one hand.


Day 26: @luciano_art

Art Challenge Day 26 graphic: Tupac Shakur, with a bandana-wearing face silhouette.

 

Blue-toned portrait of a man wearing a blue bandana.


Day 27: @murage_studios

Art Challenge Day 27 graphic: Britney Spears, with Stronger Than Yesterday lettering and flexed-arm silhouette.

 

Pink Britney Spears framed collage with a central woman's figure.


Day 28: @robertheckman_art

Art Challenge Day 28 graphic: Alice Cooper, with a long-haired face and black top hat.

 

Grayscale portrait of a long-haired man with dark eye makeup.


Day 29: @leonammatthews

Art Challenge Day 29 graphic: Billie Holiday, with singer silhouette and a white flower.

 

Woman sings with eyes closed and mouth open, wearing a flower in her hair.


Day 30: @elecktral

Art Challenge Day 30 graphic: Missy Elliott, with a black dancer silhouette.

 

Woman in a green bandana with open mouth against green.
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Rules & Regulations:

How to Enter:

  • Create artwork based on the day’s prompt.

  • Post your piece on Instagram using #Trekell30 and tag @trekell_art_supplies

  • Each day we’ll choose the winning piece of art from the Instagram posts from the previous day. Winner will be announced each morning (PST). Our final winner will be announced on 3/31/2021.

  • Each daily winner will get a $25.00 Trekell Art Supplies Gift Certificate to use on trekell.sbs

Please read the rules below prior to entering this contest.

Official Contest Rules:

1. Each daily winner will get a $25.00 Trekell Art Supplies Gift Certificate to use on trekell.sbs. 

2. Start date 03/01/2021 - end date 03/30/2021. Daily art challenges will be posted at 8AM PST. 

3. Winners will be chosen based off of skill and creativity. 

4. Winner’s name and image will be posted in our Instagram feed, and on our website (located +here).

5. Winners should contact us to claim their prize using one of the following methods:

https://www.trekell.sbs/pages/contact-trekell or Instagram direct message Trekell.

6. This challenge is worldwide. 

7. No purchase necessary to win. 

8. By entering our contest with your image under the hashtag #trekell30, you are giving us (Trekell) the right to use your image on our website

8. Instagram Community Guidelines:

  • No purchase or personal data collection necessary.

  • This art challenge is not endorsed or sponsored by Instagram.

  • Void where prohibited by law.