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Sip, Shop & Stay: Why Chatham Street Wine Market is One of Downtown Cary’s Coziest Spots

For nearly a decade, Chatham Street Wine Market has been a beloved fixture in Downtown Cary, offering a warm, inviting space where wine lovers can explore, sip, and unwind. Whether you’re a seasoned connoisseur or just dipping your toes into the world of wine, this charming neighborhood shop and bar is the perfect spot to discover something special.

A Curated Selection of Exceptional Wines

Specializing in unique, small-production wines from family-owned estates, Chatham Street Wine Market takes pride in offering bottles that are sustainably and organically grown—many for under $20. From bold reds to crisp whites and everything in between, every wine on the shelf has a story worth tasting.

Sip, Socialize, and Stay Awhile

More than just a shop, Chatham Street Wine Market is a gathering place. Cozy up in a booth, enjoy the fresh air on their back patio, or grab a seat out front and watch the bustle of Downtown Cary. With a rotating by-the-glass menu and a welcoming atmosphere, it’s the ideal spot for a casual happy hour or a relaxed evening out.

Free Weekly Wine Tastings

Every Thursday from 5-7 PM, stop by for their free wine tastings—a great way to sample new favorites and chat with the knowledgeable staff. Owner Doug, a wine industry veteran with years of experience in New York and North Carolina, or one of the shop’s friendly team members, is always happy to guide you to the perfect pour.

A Local Labor of Love

Founded in 2015 by Doug and Bonnie, Chatham Street Wine Market is a true hometown gem. Cary native Bonnie splits her time between the shop and her work as a realtor, while Doug brings his passion for wine to the community daily. Their dedication shines through in every bottle and every conversation.

Visit Chatham Street Wine Market and experience the perfect blend of quality, value, and community—where every glass feels like coming home.

Check out their website for more information!