ABOUT US
Cheers, My Dear at 42 E Piccadilly St is the perfect local boutique for anyone passionate about entertaining and memory-making. With its blend of charming kitchen essentials, handcrafted hostess gifts, vintage treasures, and gourmet goods, it’s a welcoming place to find joyful inspiration for gatherings large and small. Every visit feels like discovering a friend’s thoughtfully curated home—brimming with warmth, creativity, and a touch of nostalgia.
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Would you like ideas for a themed gift or help picking the perfect entertaining pieces? I’d love to help!
EXPLORE WHAT'S NEW
WHAT SETS UP APART
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Kitchen Essentials with Character
Discover delightful serveware, artisan bakeware, and chic linens—each piece chosen for its ability to elevate everyday kitchen moments into warm, stylish experiences.
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Hostess Gifts That Spark Joy
Whether you’re visiting a friend or hosting, you’ll find charming gifts like locally blended spice sets, beautifully boxed candles, and luxe tea towels—all ready to show appreciation in style.
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Curated Vintage Gems
From hand-crafted glassware and retro barware to distinctive home accents, each vintage item carries its own story and adds authentic personality to your gatherings.
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Locally Sourced Gourmet Treats
Delight your guests with small-batch snacks, artisanal preserves, flavored olive oils, and gourmet confections—sourced from the best local purveyors to support regional artisans and deliver fresh, unique flavors.
THE CMD EXPERIENCE
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Warm & Curated Atmosphere
Step inside and you’ll feel transported: beautifully styled vignettes display how kitchen must-haves, vintage finds, and gourmet staples work together to craft an inviting home.
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Entertaining Inspiration
From seasonal tablescaping to curated cheese boards and cocktail pairings, every corner of the store offers ideas and inspiration for your next gathering.
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Community-Centered Charm
Cheers, My Dear is more than a store—it’s a welcoming gathering spot in Winchester. You’ll often find locals chatting over new finds and staff ready to guide you in crafting thoughtful gifts and celebrations.
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.
LOCAL PODCAST
