Shop, Sip, and Support Local this holiday season in Downtown Southern Pines! Celebrate Christmas in the most festive way—by shopping small and enjoying the charm of our local businesses. Stroll through downtown, sip on a signature cocktail at each participating location, and take advantage of special holiday discounts along the way. It’s the perfect excuse to check items off your gift list, discover local favorites, and enjoy a fun night out with friends—all while supporting the businesses that make our community shine.

2026 date coming SOON!

Interested in sponsoring this year's event? Contact us at This email address is being protected from spambots. You need JavaScript enabled to view it. for more information!