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The Valley Today is a radio show and podcast dedicated to shining a light on the vibrant community leaders and local events that make the Shenandoah Valley of Virginia truly special.  Insightful conversations, engaging stories, and event details connect listeners with the heart and soul of the valley, showcasing its unique culture, initiatives, and people.
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  2. Friends of Old Town Winchester: Dawn Earles Design/Cheers My Dear!

Friends of Old Town Winchester: Dawn Earles Design/Cheers My Dear!

Apr 25, 2025

Old Town Winchester is experiencing a renaissance, marked by new businesses and community events that celebrate its rich history and vibrant future. The transformation was palpable in a recent conversation between Janet Michael, host of 'The Valley Today,' Brady Cloven, Executive Director of Friends of Old Town, and Dawn Earles, founder of Dawn Earles Design. This impromptu gathering at Dawn's new store highlighted the exciting developments in this historic district.

Dawn introduced her recently rebranded business, transitioning from 'Dawn Earles Design' to 'Cheers, My Dear,' a unique blend of retail and design services. Her shop offers everything from interior design consultations to custom embroidered linens and charming hostess gifts. "I fell in love with Winchester's historic charm and friendly people," said Dawn, who chose Old Town Winchester as the perfect location for her new venture.

Brady Cloven spoke about the various initiatives Friends of Old Town are undertaking to enhance the area. From infrastructure improvements at the Taylor Pavilion to the new 'History of Us' self-guided architecture tours, the goal is to make Old Town Winchester a lively, attractive destination for both locals and visitors.

The conversation also touched on the importance of community engagement. Events like KidsFest and First Fridays draw people into the area, while new businesses offer fresh experiences. 'Friends of Old Town' encourages everyone to get involved by tagging their visits on social media to spread the word about what's happening.

The ongoing efforts are paying off as Old Town Winchester recently cracked the top 10 in USA Today's list of best Main Streets in the nation. Positioned at number nine, it’s the only one in Virginia to make the list. 'This recognition is a testament to the hard work and community spirit that make Old Town Winchester special,' said Brady. Looking ahead, there are plans for even more improvements and community events.

Old Town Winchester is not just a place to visit; it's a community to be a part of. Whether you're exploring new shops like 'Cheers, My Dear,' enjoying a public event, or simply wandering the historic streets, there’s something for everyone. So next time you’re in the area, take a moment to see what makes this corner of Virginia so exceptional.