From Unique Boutiques to Vintage Finds – Your Shopping Adventure Starts Here!
What do you get when you cross one-of-a-kind shops + Southern charm? A shopping experience that’s as unforgettable as it is stylish. Winston-Salem invites you to wander through our historic streets, where trendy boutiques, artisan markets, and hidden gems await your discovery.
Looking for that perfect souvenir or a unique fashion statement? You’ll find it in our local shops, each offering something different, from handcrafted jewelry to the latest fashion trends. Lose yourself in our eclectic mix of stores, where modern style meets classic craftsmanship, and find pieces that reflect both the city’s rich heritage and its vibrant, creative spirit.
Explore Winston-Salem’s artsy side with local artisans showcasing everything from pottery to paintings. Our downtown is a creative playground, and our shops reflect that artistic energy – perfect for those who want to bring home something truly special. Whether you’re on the hunt for chic accessories, home decor, or something quirky, Winston-Salem’s diverse shops offer a little bit of everything. Take your time, soak in the atmosphere, and leave with treasures that tell the story of your visit.
Ready to shop ‘til you drop? Download our official Visitor Guide and sign up for our e-newsletter to stay up to date on store openings, artisan markets, and more!
Reynolda Road Shopping District
Get ready to fall in love with one of Winston-Salem’s most charming retail destinations—the Reynolda Road Shopping District! Bursting with personality, this area is home to a mix of locally owned boutiques, trendy shops, and hidden gems you won’t find anywhere else.

Upcoming Shopping & Retail Events in Winston-Salem
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Rebecca & Co. Winston-Salem
Since 1995, Rebecca & Co. has been Winston-Salem’s go-to destination for contemporary women’s fashion. Located...
Red Dog Gallery
The Red Dog Gallery showcases the work of a consortium of talented local artists and...
Remedy Apothecary
Remedy Apothecary is a woman owned Botanical Apothecary artfully handcrafting pure & simple bath, body...
Reynolda Village
Reynolda Village, once the dairy barn and cottages of the working Reynolds family estate, has...
RingMaster Jewelers
For over 50 years, RingMaster Jewelers has built a reputation in the Triad for exceptional...
Rolly's Baby Boutique
For over 30 years, Rolly’s Baby Boutique has helped parents and grandparents in Winston-Salem and...
Sawtooth School for Visual Art
Since 1945, Sawtooth has been providing high-quality visual art events, classes and workshops year-round for...
Sfeer & Co.
SFEER+Co is a furniture store that offers a timeless collection of interior, decoration, fashion and...
Simply Sterling & Company
SS & Co takes great pride in offering a fabulous selection of an ever-changing collection...
Ski & Tennis Station
Founded in 1977, this family-owned business has proudly served the greater Winston-Salem area for decades...
Southern Home & Kitchen
Southern Home & Kitchen is a woman-owned, local small business located in the heart of...
Southwinds Gallery
Southwinds Gallery is a charming art gallery and frame shop carrying local arts and crafts...