Yee-haw! If you’re a Toy Story fan, you already know—Jessie isn’t just any cowgirl. She’s the heart of the roundup, the queen of yodeling, the fearless, rootin’-tootin’ spirit of the wild west! And now, with these Jessie coloring pages, you can bring her to life however you want.
Classic red braid? Sure. A wild new look? Why not! Whether she’s riding into adventure with Woody and Buzz or showing off her acrobatic tricks, Jessie is always full of energy—and so are these pages. So grab your favorite colors, partner, and let your imagination run as free as a gallopin’ horse. Jessie’s waiting. And adventure? It’s just a few strokes away!
Jessie the Cowgirl
Jessie. The yodeling cowgirl. The firecracker of the Toy Story gang. She’s not just a toy—she’s a whirlwind of adventure, a fearless spirit as like bo peep with a heart bigger than the open plains. That red braid? Iconic. That hat? Always ready to tip in triumph. And that boundless energy? Unstoppable.
She’s been through it all—abandonment, loneliness—but did she let it break her? Nope. She bounced back. Stronger. Braver. More determined than ever to live every moment like it’s the best darn day of her life. She swings, she flips, she rides like the wind with Bullseye by her side. And her loyalty? Rock solid.
Woody, Buzz, the whole gang—they wouldn’t be the same without her. And neither would Toy Story. Because Jessie isn’t just a character. She’s a legend. A cowgirl with grit, heart, and a yodel that echoes across the ages.
Jessie Coloring Page
Jessie tilts her hat—just a little—grinning like she’s ready for the next big adventure. That fiery red braid swings over her shoulder, her emerald eyes gleaming with mischief, with excitement, with that unshakable cowgirl confidence.
She’s faced storms, heartbreak, even the darkness of a dusty old box—but look at her now. Standing tall. Hat in hand. Smiling like the world is hers to conquer. And maybe… just maybe… it is.
Coloring Page of Jessie with Her Lasso
Jessie swings her lasso high—whoosh!—spinning it like a true rodeo star. That rope isn’t just a tool. It’s an extension of her. Quick. Precise. Unstoppable. She can wrangle anything—a runaway toy, a wild adventure, even a friend in need.
Her boots kick up dust as she moves, swift as a summer breeze, fearless as a storm. That signature grin? It’s there. Always. Because when Jessie’s got her lasso, the world is her playground. She’s ready for anything—any challenge, any thrill, any heart-pounding moment that comes her way.
Yee-haw! The cowgirl is in action. And trust me—you don’t want to blink.
Jessie Jumping Coloring Sheet
Jessie leaps into the air—boots kicking, arms wide, eyes sparkling like fireworks on the Fourth of July. She can’t hold it in. The energy. The excitement. It bursts out of her like a firecracker, unstoppable and wild.
Whether it’s a daring rescue, a big reunion, or just the thrill of being alive, Jessie feels everything with her whole heart. She jumps, flips, spins—gravity can’t keep a cowgirl like her down. That red braid bounces, her hat nearly flies off, but she doesn’t care. She’s too busy soaking up the moment, living it loud, living it big.
Because when Jessie’s happy? The whole world feels it. And, partner, it’s contagious.
Coloring Image of Jessie Smiling
The sun sinks low over the horizon—gold and fire spilling across the open plains. And there she stands. Jessie. One boot planted firm in the dusty earth, hands on her hips, hat tipped just enough to cast a shadow over those fierce, determined eyes.
The wind tugs at her braid, but she doesn’t flinch. Doesn’t move. She’s steady—solid as the wild, untamed land around her. She’s got the grit. The fire. The confidence of a cowgirl who’s been through it all and come out stronger.
This is her world. And she owns it.
Jessie’s Partners in Crime
Jessie’s never alone—because a cowgirl like her? She’s got the best friends in the whole wide toy box. Woody, her partner-in-adventure. Buzz, always ready to catch her when she takes a daring leap. Bullseye, her trusty steed, always galloping at full speed to keep up with her energy. Even Stinky Pete—though he once made the wrong choices—taught her a thing or two about second chances.
And of course, the one-and-only Mr. and Mrs. Potato Head—grumpy, hilarious, and oddly adorable. (Speaking of, if you love them as much as we do, check out these Potato Head coloring pages—pure spud-tastic fun!)
Together, they’re more than just toys. They’re family. Through every wild escape, every laugh, every challenge, they stick together. And with Jessie in the mix? There’s never a dull moment.
The Cowgirl and the Space Ranger
Jessie and Buzz Lightyear—now that’s a duo you don’t see every day. A space ranger and a cowgirl? Worlds apart. And yet, somehow, they fit together like the perfect adventure. Buzz, always ready with his high-tech gadgets, his laser-focused mission mindset. Jessie, all heart, all energy—ready to leap before looking.
They push each other, challenge each other. Buzz helps Jessie slow down, think things through. And Jessie? She teaches Buzz how to let go, how to feel—how to embrace the wild ride of being a toy.
And, let’s be honest, their chemistry? Off the charts. The way Buzz gets all flustered when Jessie flips her braid? Adorable.
If you love Buzz and Forky as much as Jessie does, you’ll love these Buzz Lightyear coloring pages—a chance to bring the space ranger to life in your own way. To infinity, beyond, and straight into adventure!
Jessie and Buzz Coloring Page
Jessie and the Lightning-Fast Bullseye
Jessie and Bullseye—now that’s a bond stronger than the wild west itself. The moment she swings onto his back, it’s like the whole world disappears. Just them. Just speed. Just the thrill of the ride.
Bullseye isn’t just a horse. He’s her partner. Her best friend. Her silent, ever-loyal shadow who’s always there—ears perked, tail wagging, ready to run at a moment’s notice. He may not speak, but he doesn’t need to. Jessie understands him like she understands the wind, the open plains, the call of adventure.
With one whistle, he’s by her side. With one jump, she’s on his back. Together? They’re unstoppable. Whether it’s a daring escape or just a race across the toy room floor, Bullseye always keeps up. Always trusts her. Always believes in her.
Because a cowgirl like Jessie? She deserves a ride-or-die—literally.
Jessie Riding Bullseye Coloring Page for Kids
Coloring Sheet of Jessie Performing Stunt on Bullseye
The Sheriff and The Cowgirl
Jessie and Woody—two cowpokes cut from the same cloth. They might bicker, they might tease, but when it comes down to it? They’re family. Not just because they’re part of the same roundup gang, but because they get each other.
Woody’s got that old-school cowboy charm, always thinking things through, always trying to do what’s right. Jessie? She’s the wildfire—quick, daring, all heart. And somehow, they balance each other perfectly. When Woody hesitates, Jessie pushes forward. When Jessie leaps too fast, Woody’s there to catch her.
They’ve been through everything—abandonment, heartbreak, wild rescues. But no matter what, they stick together. Because a cowboy and a cowgirl? They ride for each other, always.
If you love their friendship as much as we do, you’ll love these Woody as like as Slinky dog coloring pages—a chance to bring the sheriff to life, just like Jessie always does.
Woody, Bullseye and Jessie Coloring Image
Jessie and Woody Riding on Bullseye Coloring Image
Woody, Buzz and Jessie Coloring Page for Kids
Jessie, Woody, and Buzz—the ultimate trio. A cowgirl, a cowboy, and a space ranger. Three completely different worlds, three completely different spirits, somehow tangled together in one wild, heart-pounding adventure after another.
Woody’s the leader, always thinking, always planning. Buzz is the strategist, ready to take action with the precision of a space commander. And Jessie? She’s the spark, the energy, the fearless heart that keeps them all moving forward.
Together, they’ve been through it all—narrow escapes, big laughs, tough choices. They’ve lost each other. Found each other. Saved each other more times than they can count. And no matter how big the adventure gets, no matter how far they go, one thing never changes. They stick together. Always.
Because a cowboy, a cowgirl, and a space ranger? That’s not just a team. That’s a family.
How to Color Jessie Coloring Pages
- Start with the Basics – Jessie’s signature colors? Bright red for her hat and braid, crisp white for her shirt, and bold yellow for those sleeve cuffs. Her jeans? Classic blue, with cow-print chaps for that extra flair!
- Choose Your Medium – Crayons, colored pencils, markers, or even watercolors—pick whatever brings Jessie to life the way you want!
- Add Depth with Shading – Use darker reds for the hat’s edges, lighter blues for highlights on her jeans, and a soft tan to add dimension to her face.
- Get Creative – Want to give Jessie a new look? Try different colors! A purple hat? Green boots? Go for it!
- Background Magic – Add a sunset, a desert, or even Woody and Buzz for a full Toy Story scene!
The Cowgirl to the Rescue!
Jessie isn’t just a toy—she’s a legend. A cowgirl with a heart as big as the open plains, a spirit that never quits, and a smile that says, Let’s ride! And now, with these Jessie coloring pages, you get to bring her to life in your own way.
Classic red braid? Or maybe something bold and new? The choice is yours. Grab your colors. Let your creativity run wild. Whether she’s galloping with Bullseye, flipping through the air, or yodeling at the top of her lungs, every page is an adventure waiting to happen.
So what are you waiting for, partner? Jessie’s ready. Your imagination’s the only limit. And this ride? It’s gonna be unforgettable. Yee-haw!
Hi! I’m Shuchi, an artist who’s been in love with creating art since I was a kid. I work with all sorts of mediums – acrylic painting, sketching, watercolor, mandala art, and calligraphy. These days, I’m putting my creative energy into designing coloring pages for children at Coloring Path. My art is influenced by everything from traditional techniques to Japanese anime, and I love bringing these diverse influences into my work.