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A Road Trip to Canada, New Sisterhoods, and a Whole Lot of Learning
We left Alaska with ambition, excitement, and full-send energy. The plan was simple: chase snow. We left in January for a trip we planned for March, watching the conditions closely. When the snow in Alaska wasn’t cooperating and Canada started getting hammered, we said what any sledders would say — let’s hit the road.

Sierra Winter
Mar 46 min read


Why I Joined the Alaska Safe Riders Team
This is about learning, growing, and building something meaningful — together. I’m grateful for the trust placed in me, inspired by the people around me, and committed to helping Alaska Safe Riders continue to serve riders across this state with clarity, care, and heart.

Sierra Winter
Dec 24, 20253 min read


Kicking Off Winter at Eureka: Alaska Safe Riders Member’s Weekend
Snow—or no snow—Alaska Safe Riders (ASR) is gearing up to launch the winter season with a Member’s Only Weekend at Eureka Lodge, a gathering dedicated to building skills, strengthening community, and reinforcing the fundamentals of safe backcountry riding.

Sierra Winter
Nov 23, 20252 min read


Sierra Winter
I started riding when I was just three years old, tearing around on my first sled wide open—scaring my mom while making my dad proud.

Sierra Winter
Sep 1, 20252 min read


The Shop $2 Support Program
The Shop $2 Support Program is my way of transforming art into action. Every design I create is a chance to tell a story, build connection, and give back — The Sierra Winter Way.

Sierra Winter
Aug 12, 20253 min read


Olivia Lane: Elevating the Shred Community
Olivia Lane - changing the shred game through knowledge!

Sierra Winter
Mar 8, 20252 min read


Supporting Adult and Teen Challenge: Sled for Hope Fundraiser
Join us March 15 for Sled for Hope! Ride 80 miles for addiction recovery with Adult & Teen Challenge. Donate or sign up now!

Sierra Winter
Nov 1, 20243 min read


Jumping for a Cause: The Seward Polar Bear Jump Off and My Mission to Make a Difference
Join Artwork by Sierra Winter at the 2025 Seward Polar Bear Jump Off! Jumping for cancer research in honor of "The Troll."

Sierra Winter
Oct 29, 20243 min read


Exciting Growth and Collaboration: Sierra Winter and Arctic FX Graphics
I am beyond thrilled to share some major developments happening with Artwork by Sierra Winter! My latest partnership with Arctic FX Graphics marks a huge milestone in the growth of my business and the expansion of my creative work. First Big Announcement: 20% Off Custom Wraps for Arctic FX Customers! For those of you hitting the trails this season, I’ve got great news! You can now enjoy 20% off custom wraps from Arctic FX Graphics when you work with me. These wraps aren’t jus

Sierra Winter
Sep 18, 20243 min read


Finding Self-Love, Trust, and Confidence: The Foundation of the Laid Back Ladies Ride
Riding a snowmobile through the backcountry is exhilarating, empowering, and, at times, a little daunting...

Sierra Winter
Aug 30, 20242 min read


The Awakening of Winter
I awaken from my slumber, winter waits at my front door. It only snowed a few inches, I am constantly craving more. A message to my crew, A signal if you will. It's time to load the sleds, It's time to hit the hills. A few hours before sunrise, We chase the bluebird haze. First to hit the trailhead, Means fresh powder and lines for days. We are all different in our gear, Our sleds a motley crew. Yet we all face the same fears, The challenge of something new. Each on a differe

Sierra Winter
Nov 12, 20231 min read


The Girl Behind The Screen
To the girl behind the screen, I wish I had your hair. It shimmers in the sunlight, Not a stray here nor there. To the girl behind the screen, I liked your post today. In reality it made me green, The feelings of envy won't go away. To the girl behind the screen, How did you get so fit? I've tried many different remedies, But I swear that this one is it! To the girl behind the screen, You liked my story today. It made me feel a little bit better, Knowing you liked what I had

Sierra Winter
Jul 29, 20232 min read


Welcome to Sierra Winter's Story
Welcome to my website and thank you for taking a look around. I am really proud of how far my art business has grown and I am more proud of who I've become in the process. I continue to set goals for myself and with enough patience, drive, and encouragement from those around me, I can confidently say I am reaching them. A long-term goal or dream that I have had on my horizons for most of my life is to write a book. My dad instilled this in me since I was a little girl. He is

Sierra Winter
Oct 21, 20224 min read
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