The annual Best of the Best Awards celebrates the best businesses, organizations, people and more that the local community believe deserve to be named the best! This annual event is hosted and organized by the Observer-Reporter and warrants more than 450,000 nominations and votes each year!


Check out the 2023 winners in the Winery, Boutique, Hotel, Festival/Fair and Dining Experience categories below.


For more on this year's winners, check out Part I (Best Craft Brewery, Best Farmers Market, Best Golf Course, Best Event, Best All-Around Restaurant) and Part III (Best Distillery, Best Antique Store, Best Museum, Best Tourist Attraction, Best Seasonal Attraction).

Best Winery

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J&D Cellars

Nestled in the picturesque town of Eighty-Four, PA, J&D Cellars Winery & Vineyard stands as a testament to the artistry of winemaking. This family-owned winery has become a local gem, captivating wine enthusiasts with its scenic vineyards and a commitment to crafting exquisite wines. From the velvety reds that dance on the palate to the crisp whites that evoke the essence of the region, J&D Cellars offers a diverse selection that mirrors the passion and dedication poured into each bottle. The inviting ambiance of the tasting room provides a perfect setting to savor the fruits of their labor, making a visit to J&D Cellars not just a wine-tasting experience but a journey into the heart of Washington's vinicultural charm.

Best Boutique

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The Buttercup & Thistle

Located in McMurray, PA, Buttercup & Thistle Soap stands as a fragrant oasis, where artisanal craftsmanship meets skincare indulgence. This charming soap boutique is a sensory delight, offering a meticulously curated collection of handcrafted soaps and bath products, as well as home decor. From the vibrant colors to the enchanting scents, each creation tells a tale of passion and attention to detail. Buttercup & Thistle Soap isn't just a shop; it's a celebration of self-care, inviting patrons to pamper themselves with the nourishing goodness of thoughtfully made products. Stepping into this quaint establishment is like entering a world where luxury and simplicity coalesce, leaving visitors with a rejuvenated spirit and skin that feels as soft as a petal.

Best Hotel

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Hilton Garden Inn

The Hilton Garden Inn Pittsburgh/Southpointe is a beacon of hospitality and sophistication located in the vibrant Southpointe business district. This contemporary hotel seamlessly blends modern amenities with warm hospitality, offering guests a retreat that feels both upscale and welcoming. With well-appointed rooms, a fitness center, and a sparkling indoor pool, the Hilton Garden Inn caters to both business and leisure travelers. The on-site Garden Grille & Bar serves up delectable dishes, and the flexible event spaces make it an ideal venue for conferences, weddings, or other special occasions. Whether you're exploring the nearby city attractions or enjoying the hotel's amenities, the Hilton Garden Inn Pittsburgh/Southpointe promises a memorable stay where convenience meets elegance.

Best Festival/Fair

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West Alexander Fair

Step into the heart of community spirit at the Washington County Agricultural Fair, where the annual festivities paint a vivid picture of rural charm and wholesome entertainment. This beloved event transforms the fairgrounds located in Washington, PA, into a lively spectacle, featuring everything from thrilling rides and games to live performances and, of course, the showcase of the region's agricultural prowess. Families come together to enjoy the sights, sounds, and flavors of this quintessential fair, creating memories that linger long after the last carousel ride. The Washington County Agricultural Fair isn't just an event; it's a celebration of tradition, a salute to hardworking farmers, and a joyous gathering that brings the community closer with each passing year.

Best Dining Experience

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The Back Porch

Discover a slice of southern hospitality in Belle Vernon, PA, at The Back Porch, a culinary gem that transcends the ordinary dining experience. This charming eatery, with its cozy ambiance and welcoming decor, invites patrons to savor a mouthwatering journey through a menu inspired by classic southern flavors. From hearty comfort food to inventive twists on traditional dishes, The Back Porch offers a feast for the senses. The attentive staff ensures that every visit is not just a meal but a warm, delightful escape. Whether you're relishing their signature dishes, enjoying a refreshing drink on the porch, or indulging in the delectable desserts, The Back Porch captures the essence of southern charm right in the heart of Belle Vernon.