Dining

Union Jack Pub & Restaurant

Union Jack Pub & Restaurant

The Union Jack Pub & Restaurant is housed in the Victorian cast iron Union Bank Building which has been restored at it was originally in 1878, making it a true Historic Landmark of Winchester.  The menu offers a host of authentic British dishes, including steak and kidney pie and a traditional Ploughman’s lunch.  Cream Teas...continue reading »

Brewbakers Restaurant

Brewbakers Restaurant

Enjoy award-winning food and drinks at Winchester’s favorite restaurant and bar. Indoor dining or outdoor café on the Old Town Walking Mall.continue reading »

Village Square Restaurant

Village Square Restaurant

Contempoary American cuisine in Old Town Winchester. Large patio, private dining rooms, piano bar, beautiful atmosphere. Business lunches and dinners, off-site catering.continue reading »

Thai Winchester

Thai Winchester

Full service restaurant with patio seating and full bar, featuring authentic Thai cuisine and drinks. Winner: “2009 People’s Favorite Restaurant” award. Our diverse and flavorful menu has something for everyone, from mild to hot, vegetarian or not. Our friendly staff awaits the opportunity to serve you in a truly traditional atmosphere with Thai décor. Staff...continue reading »

Cork Street Tavern

Cork Street Tavern

Cork Street Tavern was established in 1985. With over 25 years of passion and experience, the staff continues to uphold the custom of excellence the tavern has held for so many years. We invite you to share in our pride of decades of history, and the thousands of guests who have passed through our doors....continue reading »

Dancing Goat

Dancing Goat

The Dancing Goat Restaurant, located in the historic and award winning George Washington Hotel in charming Downtown Winchester, Virginia.  For decades the George Washington has hosted generations of local family events.continue reading »

Espresso Bar & Café

Espresso Bar & Café

The French Pressed coffee is excellent. Also enjoyed the nice atmosphere over sandwiches with a friend. The pricing is good so if you want coffee downtown highly recommend this place. Anonymous Reviewercontinue reading »

La Nicoise Café

La Nicoise Café

Savor wonderful French food at La Niçoise Café, a cozy café nestled firmly within the heart of Winchester, Virginia and the beautiful Shenandoah Valley. Crossing its threshold, the day’s worries melt away; anticipation heightened by mouth-watering aromas. The proprietor, Frederic Boukaïa, makes frequent appearances to greet new patrons as well as now familiar faces. As...continue reading »

One Block West

One Block West

Welcome to my restaurant, One Block West, punnily named because it sits a block west of Winchester’s downtown pedestrian mall. Hi, I’m Ed Matthews, chef and owner of this small, friendly restaurant that is an extension of my home. Many of our regular customers simply call the restaurant “Ed’s.” I like having my friends over...continue reading »

Patsy’s Pastry Pizzas

Patsy’s Pastry Pizzas

Patsy’s is a European-style cafe specializing in salads; homemade soups; and breakfast, lunch, dinner, and dessert gourmet pizzas.continue reading »

Piccadilly Public House & Restaurant

Piccadilly Public House & Restaurant

Built in 1900 as a grocery warehouse, 125 E. Piccadilly Street in Winchester, Virginia has been restored to its roots in feeding the public.  As you notice our original brick walls, refurbished floors, ceilings and windows, you will be transported back to a simpler time – a time when quality of product and service was...continue reading »

Snow White Grill

Snow White Grill

Built circa 1948, the Snow White grill is a cozy burger joint nestled in the heart of the walking mall.  Besides regular hours, the grill is open late on Fridays and Saturdays to accomodate your night on the town.continue reading »

Violino Ristorante Italiano

Violino Ristorante Italiano

Violino Ristorante Italiano offers made-from-scratch, creative, culinary dishes by Italian chefs Franco and Marcella Franco.  Aside from the fantastic Italian cuisine, the true essence Violino is the sense of family that is deeply felt throughout the restaurant by patrons as well as the staff.  Reservations are recommended.continue reading »

Lloyd’s Tropical Island Coffee and Café

Lloyd’s Tropical Island Coffee and Café

Come enjoy authentic Jamaican coffee and cuisine at Lloyd’s Tropical Island Coffee and Café, where even the service is authentic Jamaican: pleasant and with a smile!  Make sure to try our Blue Mountain coffee, or Jerk Chicken and Red Snapper Fish if you’re hungry.  We also carry Island crafts and souvenirs, so stop by and...continue reading »

Milano’s Ristorante & Bar

Milano’s Ristorante & Bar

Come enjoy a drink at Milano’s while you watch the big game!  We also have a bar menu including appetizer items and sandwiches.  Check out a live DJ almost every night of the week!  Happy hour is from 4 p.m.-9 p.m. during the weekdays.continue reading »

Italian Touch

Italian Touch

Italian Touch has all of your favorite Italian cuisine for eat-in, takeout, and delivery for all of Winchester.  Come in for our daily lunch and dinner specials, or have a seat at the bar after a hard day at work.continue reading »

Sucilee’s House of Thai Restaurant

Sucilee’s House of Thai Restaurant

Sucilee’s is the area’s first Thai restaurant, and was voted #1 sushi in Virginia as well as receiving rating as a 5 star Thai restaurant.  Orders are available for dine-in or takeout, and delivery is available for orders over $10 within 3-4 miles.  If there is any Thai dish that is not on our menu...continue reading »

Sweet Caroline’s

Sweet Caroline’s

Come in to Sweet Caroline’s, where we have a full menu as well as a full service bar!  Check our calendar for upcoming DJ’s and bands that will rock our stage and dance floor till the early morning!continue reading »

Awabi Sushi Bar

Awabi Sushi Bar

Awabi serves only the freshest sushi and authentic Japanese cuisine.  We also serve Japanese beer and sake, so come in for a taste of Japan!continue reading »

Red Fox Creamery

Red Fox Creamery

Red Fox Creamery (formerly Middleburg Creamery) started our operation making homemade ice cream in Middleburg Va. Our retail store in Middleburg offered homemade ice cream, lunch, gift items/virginia gourmet foods. We moved to Winchester in 2008 to a larger production facility only. We soon realized our customers missed our facility in Middleburg, where they could...continue reading »

Aroma Deli

Aroma Deli

Aroma Deli is a deli and coffee bar that specializes in Peruvian rotisserie chicken that can be smelled around the block.  Their specialty coffees also have a Latin American influence with beans from Guatemala, Mexico, Brazil, Peru and more.continue reading »

Village Market & Bistro

Village Market & Bistro

We pride ourselves on distinct flavorful food made fresh every day with the kind of service that makes you feel good. It’s comfortable.  It’s friendly. It’s a place to have fun. Village Market & Bistro offers European-American cuisine, focusing on the simplicity of fine, seasonal ingredients.continue reading »

147 North

147 North

Located at 147 North Loudoun Street, 147 North offers American cuisine with daily specials.  Come in for live music on weekends as well as a blues jam on Thursday nights.continue reading »

Chop Stick Cafe

Chop Stick Cafe

Located at the corner of Piccadilly Street and Kent Street, Chop Stick Cafe is a Thai restaurant with many Asian specialties and sushi.continue reading »

Just Like Grandma’s

Just Like Grandma’s

Just Like Grandma’s is a Cafe and Carryout diner that offers southern soul food and down-home cooking.continue reading »

El Centro Classic Mexican Food & Drink

El Centro Classic Mexican Food & Drink

El Centro Classic Mexican Food and Drink is located in the center of Winchester on the Old Town Walking Mall at 1 N Loudoun.  From our amazing homemade salsa to our mouthwatering Carnitas, you can taste the freshness and quality in every bite!  Our menu is compiled with a variety of appetizers, classic Mexican dishes...continue reading »

eM

eM

We are dedicated to preparing fun and creative dishes that stretch the limits of typical American fare, showcasing fresh, and often local, ingredients and food made from scratch. And don’t worry, we haven’t forgotten about the imbibers! Our cocktail menu is an ever-changing assortment of mixological magic including all the old staples, as well as...continue reading »

Joe’s Steakhouse

Joe’s Steakhouse

It has been an amazing journey returning this gorgeous building to it former glory -a glorious Southern mansion in it’s entirety. This building, rich in history, has been the home to many businesses throughout the years. We are now proud to call it “home” to our third Joe’s Steakhouse location. We invite you to come...continue reading »

Sandwich Works

Sandwich Works

Welcome to Sandwich Works, where we offer the best tasting sandwich you will ever have. Our Sandwiches are freshly made every day. We also have a variety of Salads, Sides and Desserts. Ask about out Catering Platters.continue reading »

Roma Old Town Wood-Fired Pizzeria

Roma Old Town Wood-Fired Pizzeria is Winchester’s newest pizza place, located at 21 North Loudoun street on the Loudoun Street Pedestrian Mall. Stop in for Greek/Mediterranean and Italian food with pizza, sandwiches, and more.continue reading »