A Life of Creativity, Community, and Constant Evolution - Toasted Wine and Gift Shop

By Jennifer Jolliff

Against the backdrop of the quiet charm of Southern Virginia, Mary Fletcher’s life story reads like an artist’s canvas – layered with rich colors, bold strokes, and an ever-changing palette of creativity and purpose. Raised in Pasadena, Calif., Mary said her childhood was a unique blend of suburban life and the picturesque world of thoroughbred horses. Her early experiences surrounded by passionate horse owners and a vibrant community of artisans set the stage for her lifelong love of creativity and connection.

A Journey of Exploration

Mary’s background in design predates the digital revolution. Her artistic journey began long before computers became the norm, relying on traditional methods that demanded imagination and skill. While she searched for a singular niche to define her career, she quickly realized that her talents couldn’t be confined to just one path. “Entrepreneurship became my canvas,” Mary reflected, and her ventures have been as varied and dynamic as her creative spirit.

Her entrepreneurial journey began in California while working in a bead shop, where she spent her free time crafting unique designs. But true to her restless spirit, Mary sought to evolve.

Her inspiration often comes from observing others’ creative efforts. She incorporates innovative ideas into her own work, stimulating a spirit of collaboration and community. “I believe in supporting businesses that stand for something greater – whether they’re veteran-owned, women-owned, or sustainable, they must earn my business and somehow give back to the community,” she said.

A Life of Creativity, Community, and Constant Evolution - Toasted Wine and Gift Shop
By Jennifer Jolliff

The South Boston Chapter

Mary’s journey to South Boston began with a personal connection. While working in a bakery in Southern California, she met her husband, a native of Buffalo Springs, whose roots brought her to the South Boston area. Over time, their paths led them in different directions, but Mary had already found herself in love with her local community. Drawn to its historic charm and rich history, she decided to stay, creating a life that seamlessly blended her creativity with the town’s sense of belonging.

Her first venture in the region was Southern Plenty, a project that was originally intended as a used and rare book store. Mary purchased the building at auction and ultimately transformed the space into an eclectic shop, offering hand-made aprons, hats, jewelry, and baked goods. Over time, Southern Plenty evolved into a vibrant, colorful hub of artistic and homemade treasures, delighting all the senses.

Eventually, the business expanded into Southern Plenty Café, a beloved local eatery. Mary’s vision extended beyond her own success – she wanted to fix up the business and sell it to one of her employees, ensuring it remained a vital part of the community. After closing the chapter on Southern Plenty Cafe, Mary moved on to a new venture just down the road, opening the charming Toasted Wine & Gift Shop, where she continues to bring her innovation and warmth to the community.

Empowering Others

Mary’s dedication to fostering creativity extends to those she works with. She actively supports her employees’ entrepreneurial endeavors, providing them with a platform on which to grow their own small businesses. “I know how hard it is to quit your day job and take that leap,” she explained. “I want to be there for people as they step into something new and unique.”

Through classes and workshops, Mary teaches others to explore their creative potential. From crafting to business coaching, she encourages participants to take those vulnerable first steps and discover their own talents. “Creativity is play,” she said, emphasizing the joy and freedom that come with trying something new.

A Life of Creativity, Community, and Constant Evolution - Toasted Wine and Gift Shop
By Jennifer Jolliff

A Hub for Connection

One of Mary’s overarching goals is to create spaces where people can connect. Her shop is more than a business – it’s a central hub where the community comes together to bond, share common ground, and celebrate creativity. Locals can stop in for high tea or indulge in a fresh-baked treat while engaging with neighbors through a variety of classes. The backroom in her shop now serves as an event space. She plans to transform it into a rental property for locals or Airbnb guests.

Mary’s initiative allowed her to improve her storefront and its surroundings, securing a grant to revitalize the building’s exterior. Her dedication to enhancing the space not only elevated her business but also brought positive change to the entire area, demonstrating how even small improvements can create a ripple effect of transformation within the community.

A Vision for the Future

Mary’s vision is always evolving. She believes in adapting to the times and meeting the needs of her community, whether through her eclectic offerings, support for local entrepreneurs, or creative workshops. Each item she sells and each event she hosts is meant to inspire and connect people.

A Life Well Lived

From the bead shop in California to the vibrant streets of South Boston, Mary Fletcher has carved out a life of purpose and passion. Her entrepreneurial spirit, artistic vision, and commitment to community make her a beacon of inspiration for others looking to forge their own paths.

Mary’s story reminds us that creativity isn’t just about making art – it’s about making connections, fostering growth, and leaving the world a little brighter than we found it. As she continues to evolve and inspire, one thing is certain: Mary Fletcher’s journey is far from over.

Toasted Wine and Gift Shop

536 North Main Street
South Boston, Va.
(434) 272-2274
[email protected]
FaceBook.com/ToastedSoBo