The 3 Best Business Owners Around Winchester

Behind many longstanding businesses in Winchester and Frederick County are owners whose leadership shapes not only their companies, but also the broader local economy and community culture. Successful business ownership today often requires balancing operational growth, customer relationships, workforce management, and long-term adaptability in rapidly changing industries. Many local owners also carry multigenerational ties to the region, blending tradition with modern business practices to keep their organizations relevant and sustainable. Featured in the Star Awards, these business leaders represent a range of industries that continue influencing the commercial landscape across the Winchester area.

Kelly Stine || Stine & Reed LLC

Kelly Stine serves as a principal owner of Stine & Reed LLC, continuing a family accounting legacy that dates back to the 1960s. After the passing of founder Sharon Stine, Kelly and Elva Reed guided the company through its transition into the current firm while maintaining its emphasis on accessible financial services for the local community. Under Kelly Stine’s leadership, the firm has focused heavily on client education and transparency, helping individuals, farmers, and small business owners better understand the complexities of modern tax and accounting systems. That approachable, instructional style has helped define the company’s long-standing role within Winchester’s business community.

Jeff Solenberger || Grand Rental Station

Jeff Solenberger represents the fourth generation of a family business history tied closely to Winchester commerce dating back to 1888. Through Grand Rental Station, he oversees an operation that provides equipment rentals, construction tools, tents, tables, chairs, and event infrastructure for both contractors and community gatherings. Solenberger’s leadership reflects a continuation of the family’s customer-service-driven philosophy while adapting to the modern rental and event industries. The business plays an important role locally by supporting construction projects, festivals, celebrations, and other large-scale events throughout Frederick County.

Jerry and Kim Sales || Backseat Bar & Grill/Backseat Events

Jerry and Kim Sales have built Backseat Bar & Grill and Backseat Events into a multifaceted hospitality and entertainment destination in Winchester. Their operation combines a full-service restaurant with a large event venue capable of hosting concerts, fundraisers, private events, and community gatherings. The business has developed a recognizable identity through its automotive-themed atmosphere and its emphasis on live entertainment and regional event programming. By continually investing in both the dining and event sides of the operation, the Sales have helped create a venue that serves a wide range of audiences throughout the Winchester area.

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