
Early autumn is a season for show-offs. Maples are decked out in red, birches are fluttering gold confetti, and the oaks are quietly deepening into bronze.
This week, I’m challenging you to paint one tree a day for five days—a fast, seasonal series to sharpen your skills and catch the fleeting colors before they’re gone. Think of it as your equivalent of a daily walk: short, refreshing, anxiety-reducing and, above all, fun.
Those of you doing the Strada 30-day challenge (and you are legion) will find this a natural fit with your current discipline.

The challenge
- Paint one tree each day, Monday through Friday.
- Work small.
- Focus on one tree per painting, not on an entire landscape.
- Work fast. This is about observation and response.
- You can work in oils, watercolor, gouache, acrylic, markers or even crayons.

Why trees?
Trees are ideal seasonal subjects. Each species responds to autumn differently, and every tree has its own character. By painting multiple specimens over a week, you’ll learn to:
- Notice subtle shifts in color.
- Closely observe the growth patterns of different species of trees.
- Capture structure and gesture quickly.
- Understand how light and atmosphere affect foliage.
- Loosen up.

Tips for Success
- Pick your tree before you start. Eliminate decision fatigue.
- Squint to simplify shape and value.
- Start with big color masses, then refine edges and accents only as needed.
- Resist the urge to noodle.
- If it rains, paint from your car or porch. Or, if you can’t take time for plein air this week, paint from photos.
Share
I’d love to see what you create. Post your tree paintings on Instagram or Facebook with the hashtag #FiveTreesChallenge and tag me so I can see what you’re doing.

Why I’m asking you to do this
Many years ago, I set out to paint a 6X8 canvas of an individual tree every day. I quit only after I’d exhausted the selection of trees at my disposal. Since I live in the Northeast, this took a while.
My daily tree exercise was as useful to me as studying figure. I learned to understand trees in their robust roundness, and to draw them gesturally.
A short, structured challenge like this builds good painting habits. It sharpens our editorial instincts and creates painting momentum. By Friday, you’ll have a lovely little series, and who knows? Maybe you, like me, will keep painting trees.
Take it further
If this week’s challenge whets your appetite for deeper study, join me for my October Rockport Immersive Workshop in Rockport, ME. We’ll paint Maine’s spectacular autumn landscape, with focused instruction, plenty of easel time and a community of fellow painters. There’s no better way to grow than to paint intensively in good company.
Learn more and register here.


I love this and can’t wait to put down my mouse and pick up a paint brush!!! Thank you, Carol!!
That’s great!
I’m in!
Whoo hoo hoo!
Okay I needed this challenge! Thanks Carol
Can’t wait to see what you come up with!