Main Street in Highlands and the blocks around it are lined with independent shops, many of them family-owned for decades. Whether you need a new outfit, a pair of hiking boots, or a piece of jewelry to mark a special occasion, you can find it within a few blocks. Here are 17 clothing and jewelry shops to know.
Women's Clothing
Rosenthals
375 Main Street
Rosenthals carries designer apparel, shoes, handbags, and jewelry from well-known labels. The family-owned business has three generations of experience in the fur industry and offers fur remodeling, along with at-home wardrobe styling.
Wit's End
382 Main Street
Wit's End opened in 1940 as a gift shop selling silver and porcelain. Today it's a Highlands mainstay for women's clothing, jewelry, and accessories.
Annawear
355 Main Street
Located in the Galax Movie Theatre building, Annawear has been on Main Street since 1986. Look for tops, dresses, and casual pieces from brands like Free People and Michael Stars.
Allison Diane Clothing
114 North 4th Street
Just off Main Street, Allison Diane carries women's clothing, accessories, and gifts, and it's known for its cashmere sweaters in a range of styles and colors.
C. Orrico
343 Main Street
C. Orrico is a sister-run boutique with roots in Palm Beach, Florida. Its Highlands shop carries women's fashion and accessories.
Wish & Shoes
211 South 4th Street
Founded by Rachel Gottfried in Delray Beach, Florida, in 1999, Wish & Shoes brings its mix of women's clothing, shoes, handbags, and jewelry to Highlands, along with personal styling help.
Men's Clothing
TJ Bailey's for Men
343C Main Street
Anita Lupoli opened TJ Bailey's in her hometown of Highlands in 1985. The store is known for classic menswear and personal service, and it has grown to include women's clothing, gifts, a second store in Cashiers, and an online shop.
The Southern Way
338 Main Street
Michelle and Harry Bears have run The Southern Way for more than 20 years. The shop carries men's dress shirts, polos, and casual wear from brands like Mizzen & Main, Johnnie-O, and Birddogs, along with women's clothing and handbags.
Outdoor Clothing and Gear
Highland Hiker
601 Main Street
Highland Hiker carries outdoor clothing and footwear for men, women, and kids, plus hiking gear and fly shop goods. It also has a second store on NC 107 in Cashiers.
Bear Mountain Outfitters
302 Main Street
Bear Mountain Outfitters carries outdoor apparel, shoes, and hiking essentials, from trail-ready layers to everyday clothes with a mountain feel.
Gearing up for the trail? See our guide to Highlands and Cashiers hiking trails →
Children's Clothing
The Darling Duck
343 Main Street
The Darling Duck is a Beaufort Bonnet Company Signature Store, with classic children's clothing and accessories, from dresses and rompers to hair bows, shoes, and hats.
Hats
The Highlands Hatter
221 North 4th Street
The Highlands Hatter is a traditional hat shop with styles from fedoras to flat caps, and staff who can help you find the right fit.
Jewelry
Highlands Fine Art & Estate Jewelry
388 Main Street
Owned by Joe and Claudia Lazow, this shop carries estate and modern fine jewelry and watches, both new and pre-owned. A gallery in the back shows American and European art glass, and Joe, a GIA Graduate Gemologist, offers jewelry appraisals.
Silver Eagle Gallery
349 Main Street
Family-owned since 1974, Silver Eagle Gallery carries handcrafted Native American and contemporary sterling silver jewelry, along with a large gem and mineral gallery with fossils, crystals, and rare minerals.
Jannie Bean Fine Custom Jewelry
152 South 2nd Street
Jannie Bean designs, makes, and repairs fine jewelry, from engagement rings to one-of-a-kind pieces built around your ideas and budget. The shop is also known for its signature buckles for handbags and belts, each named and numbered.
T.A. Anderson Goldsmith
187 Main Street
Next to Highlands Pharmacy, T.A. Anderson Goldsmith is a family jewelry shop led by a GIA-trained gemologist. It offers handmade and custom jewelry, a line of watches, and jewelry and watch repair.
Gold-N-Clipper
410 Main Street
Inside The Highlands Inn, Gold-N-Clipper is a locally owned jewelry store that also carries luxury watches.
Store hours change with the seasons, so check with each shop before you visit.
Shopping for the house too? See our guide to home décor and furniture stores in Highlands →
Hungry after shopping? Here are our favorite restaurants in Highlands →
Thinking about a place of your own? Browse homes for sale in Highlands →
