The 3 Best Overall Restaurants Around Winchester

Restaurants are poised to set another record in 2024, with industry sales forecast to exceed $1.1 trillion—up 5.4 percent over 2023—and employing more than 15.7 million people nationwide. In Winchester, diners enjoy a vibrant scene where pizza artisans, retro taverns and lakeside fine dining each stake a claim on the “best overall” title in local Star Awards voting.

Oak Stone Craft Pizza & Bar

Oak Stone Crafts Pizza & Bar earns its name from the wood-fired oven that anchors every menu item. This independent eatery marries American comfort with artisanal technique: think thin-crust pies topped with locally sourced produce and inventive cheeses. The bar program runs the gamut from hand-crafted cocktails to regional drafts. Inside, exposed brick walls and gallery-style photos create an urban loft vibe; outside, paired-down lighting sets the tone for warm summer nights.

Backseat Bar & Grill

At Backseat Bar & Grill, diner classics meet a full-service bar in a retro-inspired space. Known for its burgers and wings, the menu extends from breakfast skillets to late-night sliders, and the outdoor patio welcomes families and concertgoers alike. A “’50s Bob’s Big Boy” motif echoes in the signage, but live-music nights pull in a modern crowd. Service ranges from speedy breakfast runs to leisurely evening gatherings, making this spot a true community hub.

Region’s 117

Perched on the shores of Lake Frederick, Region’s 117 blends American comfort fare with a fine-dining polish. Accolades abound—OpenTable’s Diners’ Choice “Best Overall” among them—and the menu showcases wood-fired pizzas, house-cured salmon and “Do Not Miss This” cheese bread. Floor-to-ceiling windows frame the water views, while seasonal menus spotlight ingredients sourced within 117 miles. Casual bar seating spills onto the Inglenook patio, allowing guests to toast sunsets with craft cocktails or local vintages.

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