Photography by Lisa Staff + Styled by Bailey Gilliam

As temperatures drop, Hilton Head’s trendsetters embrace winter’s chill with accessories that combine warmth and flair, from cozy jackets to show-stopping boots. It’s a season for layering, comfortable yet chic ensembles and versatile pieces that transition seamlessly from day to night. Whether strolling along the beach (in this case, Pine Island in Hilton Plantation) or heading to a local café, these local pieces prove that staying stylish during the cooler months doesn’t have to mean sacrificing comfort.

Street Style

Street Style

Bayard Huggins

Master Captain at Outside Brands

Local since: 2010

Favorite gift to give: Gift cards.

How would you describe your personal style: Low maintenance and casual: a T-shirt, flip flops and a baseball hat.

Favorite winter fashion accessory: Fleece sweater and fleece pants.

Available at: Southern Tide

Street Style

Meghan Traylor

DMC Operations Manager at Outside Brands

Local since: 2012

Favorite gift to give: I love giving the gift of shared experiences and time together. Time is our most precious resource, and creating memories together makes it truly meaningful.

How would you describe your personal style? I would say mostly Bohemian with a mix of classic and artsy elements.

Favorite winter accessory: A fun scarf!

Available at: Haven

#Shopping

Are you ready, boots?

Step into the season with style and confidence as you explore the ultimate selection of boots, perfect for the Lowcountry’s cooler days. From sleek and chic to rugged and ready for adventure, these locally sourced finds blend fashion and function effortlessly.

Fashion News

Winter wonders

As winter’s chill sets in, it’s time to cozy up your wardrobe with pieces that balance warmth, style and versatility. Think plush layers, sophisticated classics and eye-catching details that make bundling up a fashion statement.

Comfort + style

The new Veja Condor 3 is available at Palmetto Running Company. This award-winning active shoe has been tested by runners for cushion and responsiveness. This exceptional active shoe proves its durability while preserving its shape and cushioning even after long distances and several running sessions. It offers maximum comfort and protection against vibrations. With a big volume and a large shape, the sole provides great comfort during runs. With lightness in every stride, it still has exceptional style.

A top seller

Evelyn & Arthur’s most popular Elliott Lauren pant is back in a more pared-down version, and it’s better than ever. The Crop Cargo is a pull-on pant with perfectly placed cargo pockets that keep the fit smooth. It’s comfortable and generously cut in the leg–the perfect pant to reach for when looking for an easy fit and easy-to-wear crop. 

Layering at its finest

This year’s fashion emphasizes comfort and style with oversized knit sweaters, tailored wool coats and versatile denim in earthy tones. Expect a comeback of plaid patterns and rich jewel tones like burgundy, emerald and navy. As nature changes, so can your wardrobe, embracing the layered looks that define fall. Whether updating your closet or trying new styles, there’s something for everyone this season at Island Girl. This long-sleeved denim jacket with sheer embroidery by ADORE is the perfect blend of edgy and chic. Add a little something special to your look only at Island Girl.

Classic revamp

The classic Essex Vest by Peter Millar got a major upgrade, and you can get it now at John Bayley Clothier. The new recycled shell fabric brings a more matte finish and subtle texture yet still boasts that magical windproof and water-resistant protection you’ve always loved. Its design is more streamlined in its pocketing, trims and new zippers, making it lighter to wear while retaining the same warmth. It travels well and layers up or down with ultimate ease.