Eat & Drink

  • 143 Mercantile

  • Sonny’s Place

    Whether it be a cold drink with friends, a game of pool with your buddies, participating in karaoke, or simply hanging out, Sonny’s is the downtown place to be. 

  • Tacos Luna y Mas

    Tacos Luna is a vibrant taqueria serving up mouthwatering tacos, burritos, tortas and more filled with authentic Mexican flavors. With a lively atmosphere and a menu featuring a variety of delicious options, it’s the perfect spot to satisfy your cravings. In addition to the cozy, stylish interior, outdoor seating is also available.

  • Robin’s Place

    Robin’s Place is an easygoing pizzeria with custom pies, pastas, sandwiches and more. Particularly beloved for its expansive buffet—pizza, pasta, salad bar, homemade soups and desserts! it’s a great spot for a family meal.

  • Cilantro

    Cilantro serves meals of excellent quality. Stop by and savor this delicious Mexican cuisine.

  • The View at Southwind

    The View is a popular hangout in Winchester known for its laid-back atmosphere and delicious pub fare. Whether you’re craving juicy burgers, crispy fries, or refreshing drinks, it’s the perfect spot to unwind with friends after a long day or catch the game on the big screen.

  • Sweet & Sassy Ashley’s at the Vineyard

    Sweet & Sassy Ashley’s at the Vineyard (Harkness Edwards Vineyards) offers an array of unique flavors in charcuterie, cheeses and more to match the setting and your wine!

  • Maka Mia Pizza

    Maka Mia Pizza located in downtown Winchester, serves delicious pizza and sandwich options in a fun and casual atmosphere. This is the perfect place to satisfy those pizza cravings with a quick little bite before shopping in Historic Downtown.

  • PitMasters BBQ

    Pitmasters BBQ serves up mouthwatering smoked meats and flavorful sauces in a relaxed atmosphere. It’s the ultimate destination for authentic Southern-style barbeque.

  • Best Donut

    Best Donut serves up irresistible treats that will satisfy any sweet tooth. From classic flavors to creative combinations, their donuts are sure to delight. Taste the difference for yourself!

  • Amy’s Asian Kitchen

    Amy’s Asian Kitchen offers a delightful array of Asian cuisine, featuring fresh ingredients and authentic flavors. Known for its warm hospitality and inviting atmosphere, the restaurant provides a diverse menu that caters to various tastes, making it a popular spot for both dine-in and takeout.

  • Queso Times

    Queso Times is a lively Mexican eatery known for its delicious Tex-Mex cuisine and vibrant atmosphere. From cheesy quesadillas to flavorful tacos, it’s a favorite spot for locals to enjoy a tasty meal with friends and family. With its neighborly atmosphere and casual ambiance, Queso Times offers a fun dining experience for all.