Ivanka Trump shows off chic yet casual holiday looks during Aspen getaway

Aspen has once again become the epicenter of holiday-season glamour, but this time, Ivanka Trump is embracing a notably understated version of it.

The former White House adviser, 44, was spotted in the Colorado ski town enjoying a relaxed family getaway alongside her husband, Jared Kushner, and their three children, Arabella, 14, Joseph, 12, and Theodore, 9.

Far from her polished political-era image, Ivanka stepped out nearly bare-faced, opting for comfort over couture as the family strolled through the winter resort.

Dressed in a cropped black fleece pullover, flared blue jeans, and black sneakers, Ivanka looked effortlessly casual. She finished the look with black sunglasses and wore her long blonde hair pulled back into a ponytail.

© Backgrid/The Grosby Group

Jared Kushner matched the laid-back mood, keeping warm in a black puffer jacket layered over a black jumper and black jeans. Their children were bundled up in winter layers as Aspen’s holiday shopping and ski season kicked into high gear.

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Just days later, Ivanka offered a more personal glimpse into the family’s holiday retreat. She shared photos and videos from the trip on Instagram, showcasing everything from cozy indoor moments to full-on ski adventures.

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Ivanka wore an emerald-green suede skirt paired with a black Western-style hat and black boots, while Arabella donned a houndstooth dress and matching boots.

© IvankaTrump/IG

Joseph and Theodore coordinated in sky-blue crewneck sweaters. Ivanka also posed confidently in a bright red ski suit on the slopes. In a separate image, her sons sported matching red ski pants, underscoring the family’s coordinated style.

© Ivanka Trump/IG

The couple was later photographed enjoying a relaxed stroll, walking hand in hand through the snowy resort town, embracing the calm and charm of the winter season.

Ivanka opted for a functional yet stylish cold-weather look, wearing a wool turtleneck sweater paired with bright red snow pants and comfortable sneakers.

© Backgrid/The Grosby Group

Jared kept his look casual as well, layering winter basics suitable for a day outdoors. The pair appeared cheerful and at ease as they walked through the streets, taking in the mountain surroundings and festive winter scenery.

Aspen, known for its upscale ski culture and cozy alpine vibe, is a frequent destination for winter escapes, offering both outdoor activities and a quiet retreat.

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The sighting offered a glimpse into the couple’s low-key holiday moment, highlighting a simple walk through town as they enjoyed time together amid the snow-covered landscape.

This isn’t the first time Ivanka has chosen Aspen as a festive retreat. Last year, she was photographed leaving the sushi hotspot Matsuhisa after dining with Kushner and Jeff Bezos, further cementing the town’s reputation as a discreet yet elite winter haven.