By Kate Pettique
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November 21, 2025
Thanksgiving weekend is famous for Black Friday and Cyber Monday. Big-box deals, online carts, and doorbusters get most of the headlines. But the most important shopping day for Winston-Salem might be the quiet one in the middle: Small Business Saturday , the Saturday after Thanksgiving, was created to encourage people to shop with small, local businesses. When you choose local that day, you are not just crossing names off a gift list. You are helping your neighbors pay employees, renew their leases, sponsor youth sports, and keep our city’s favorite streets vibrant. What Is Small Business Saturday? Small Business Saturday began in 2010 as a national initiative to shine a spotlight on independently owned shops and services. It falls every year on the Saturday after Thanksgiving and sits right between the biggest days for national retailers and online giants. In Winston-Salem, the “City of Arts and Innovation,” that mission fits perfectly. Our local economy is powered by artists, makers, restaurateurs, boutique owners, coffee shop baristas, fitness studios, and professional services that all call this community home. Where to Shop Small in Winston-Salem You could spend all weekend exploring Winston-Salem’s neighborhoods and still not hit every local gem, but here are a few good places to start. Downtown Arts District and Trade Street Stretching along Trade and Liberty Streets between Fifth and Seventh, the Downtown Arts District is packed with galleries, studios, boutiques, and restaurants. It is a colorful mix of vintage clothing, handmade jewelry, local art, candles, and one-of-a-kind gifts from Winston-Salem creatives. If you want a gift that feels personal and unique, this is a great place to wander with a hot coffee in hand and see what catches your eye. Reynolda Village and the Reynolda Road Shopping District Reynolda Village sits on the historic R.J. Reynolds estate, with former working buildings now home to shops and restaurants. The area feels like a small English village and offers everything from clothing and home décor to student art galleries and cozy places to grab a bite. It is a perfect spot to tackle your holiday list, then linger over lunch or a warm drink at a local café. Local Markets and Pop-Up Events Beyond shops and restaurants, Winston-Salem also has a strong market scene. Seasonal vendor markets like Winston Junction Market and the Water Tower Market at Radar Brewing bring together local makers, bakers, artists, and vintage sellers under one roof. Around the holidays, you will often find special Small Business Saturday events, craft fairs, and markets. Before that weekend arrives, check the Visit Winston-Salem events calendar to see what is happening this year and plan your route. And of course, do not forget the small businesses right in your own neighborhood: hair stylists, gyms, yoga studios, repair shops, and family-owned restaurants that rely on local support. Every purchase and every review adds up. For small business owners, a busy Small Business Saturday can set the tone for their entire holiday season. How the Sharpe Mortgage Team Supports Local Business The Sharpe Mortgage Team is proud to count itself among Winston-Salem’s local businesses. Our team lives here, works here, and partners with other small businesses across the Triad. When you work with a local mortgage team, you are doing more than getting a home loan: You are tapping into a network of local real estate agents, attorneys, inspectors, insurance agents, and other professionals. You are working with people who understand Winston-Salem neighborhoods, market trends, and property values. You are helping keep more of your dollars in the local economy instead of sending your loan off to an anonymous call center in another state. We see firsthand how homebuyers support small businesses once they settle in: they hire local movers, shop at nearby hardware stores, pick out décor from downtown boutiques, and become regulars at local restaurants and coffee shops. Make Small Business Saturday a Winston-Salem Tradition This Small Business Saturday, consider skipping at least a few of the big-box lines and spending that time exploring Winston-Salem’s streets, villages, and markets instead. You will find real stories behind the products, more personal service, and the satisfaction of knowing your dollars are staying close to home. And if buying or refinancing a home is part of your plans this season, the Sharpe Mortgage Team is here to help you navigate your options and feel confident about your next steps. Have questions about home financing in Winston-Salem or the surrounding area? Reach out to the Sharpe Mortgage Team at (336) 575-9448. We are always happy to talk about numbers, neighborhoods, and your next move.