Stretch Into the Season
Let's end the year with a little stretch.
Introducing the wool& Leggings Challenge, a playful way to celebrate the coziest season of the year. Let’s face it: when cooler weather and the holidays hit, stretchy clothes just make sense.
WHAT IT IS
Pick a week, then wear your wool& leggings for five of the seven days that week. Style them however you like: dress them up with a tunic and boots, keep them casual with a sweater, wear them to the gym, or layer them under a dress for extra warmth.
This isn’t about perfection; it’s about discovery. You’ll find that our merino leggings are more than just comfy — they’re breathable, odor-resistant, travel-ready, and endlessly versatile. And yes, leggings can be pants.
WHY JOIN
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To end the year feeling cozy, not constrained.
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To simplify your wardrobe and get creative with styling.
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To prove (once and for all) that leggings deserve main-character status.
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Redefine what it means to dress intentionally when learning that a minimal wardrobe equals maximum purpose.
HOW IT WORKS
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Sign up to participate in the form below.
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Choose one pair of your favorite wool& leggings.
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Wear them for 5 out of 7 consecutive days.
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Snap a photo each day — show us your styles, layers, and cozy setups.
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Optional: share your journey on social with #woolandleggingschallenge (and tag us @wool.and).
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At the end, submit your completed challenge photos and a short reflection HERE to receive a $10 reward code for use at wooland.com (and the satisfaction of proving that comfort and style really can coexist.)
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Reward: $10
JUST A FEW DETAILS
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Any wool& leggings (full-length or crop) are eligible including past purchases, secondhand, mystery, sample sale, or challenge reward purchases. View our current collection of eligible items HERE.
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You don’t need to pair your eligible item with other wool& items, but of course we love seeing our styles paired together! The choice is yours.
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The challenge is designed to be fun, not stressful; enjoy the creativity and freedom of wearing leggings all day during the final days of the year.
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Challenge dates: December 9, 2025 through January 5th, 2026. The final day to start your challenge is January 5th and the final day to submit your challenge is January 12th.
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One entry per person.
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Sharing in our community group is encouraged for inspiration—but not required for entry. Posts in our group are not considered challenge submissions.
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You’re welcome to take part alongside your 100 Day challenge. If you are in the midst of a 30 day challenge, please complete that challenge before beginning your Leggings Challenge.
A Challenge Worth Stretching For
This is your reminder that our wardrobe challenges can serve many functions. The end of the year is about slowing down, leaning into comfort, and maybe eating one more cookie. So pull on your leggings, pour something warm, and stretch into the season with us.