Sir Winston serves as the reincarnation of the Original Sir Winston restaurant, which occupied our space from 1967 until the 1990s in what was then The Pepper Building, one of the most popular gathering places in the city. The modern Sir Winston is a new kind of restaurant for a new kind of Winston-Salem. Utilizing a farm-to-table philosophy, we offer exquisitely prepared local food in a world-class setting for breakfast, brunch or dinner. In an environment of casual elegance, we give diners the perfect place to enjoy a meal in the company of friends, fellow diners and our attentive staff. To honor Sir Winston Churchill’s love of fine food, our European-fusion menu features international favorites from various countries that he frequented while serving as Prime Minister
Appetizers
Bread Service
Warm sourdough and rosemary bread with creamy butter and sprinkled with French sea salt.
Steak Tartare
Fresh beef tartare with capers, egg yolk, house pickles, and sourdough toast. Pairs well with Matsu "El Picaro" Tempranillo, Spain
Vegetable Samosa
Three (3) classic crispy Indian starters filled with a savory medley of spiced vegetables and mint cilantro chutney. Pairs well with J. Baumer Riesling, Germany
Spanish-Style Prawns
Whole grilled prawns tossed in a bold, vibrant mojo de ajo sauce, infused with garlic and spices. Pairs well with Campo de Borja Garnacha Blanca, Spain
Fritto Misto
Crispy golden-fried calamari served with lemon, pickled cherry peppers and remoulade sauce. Pairs well with Raw Bar Vinho Verde, Portugal
Arancini
Creamy, crispy risotto balls with a gooey center, served with house red sauce. Pairs well with La Torre Pinot Grigio, Italy
Lobster Bisque
Rich, velvety lobster bisque infused with aromatic herbs and a touch of cream. Pairs well with Ramsay Chardonnay, California
Entrees
Beef Wellington55,00 $
Beef wrapped in savory mushroom duxelles, crispy bacon, and golden puff pastry, infused with aromatic herbs. Pairs well with Quilt Cabernet Sauvignon, Napa Valley, California
Lasagna22,00 $
Four layers of slow-cooked Bolognese, creamy ricotta, and velvety béchamel, infused with our signature herb blend. Pairs well with Grand Jean Bordeaux Superiore, France
Carbonara24,00 $
Spaghetti tossed in a creamy egg yolk sauce with smoky Harmony Ridge Farms bacon, topped with grated Pecorino Romano. Pairs well with Chateau de Chaintre Chardonnay, France
Char Grilled Octopus13,00 $
Tender octopus with vibrant romesco sauce, served over chickpea salad with arugula, cherry tomatoes, feta, cucumbers, and onions, finished with a herb vinaigrette. Pairs well with Sassi Pinot Grigio, Italy
- Appetizer13,00 $
- Entree19,00 $
Branzino24,00 $
Charred Mediterranean sea bass dusted with a vibrant green tahini sauce, served on a fresh herb salad, accompanied by crispy fingerling potatoes. Pairs well with Campo de Borja Garnacha Blanca, Spain
Sir Winston Deluxe Burger19,00 $
A blend of chuck, brisket, and short rib topped with cheddar cheese, lettuce, onion, tomatoes, and our special house sauce on a toasted bun, accompanied by crispy fries. Pairs well with Austin Cabernet Sauvignon, California
Bangers & Mash22,00 $
Juicy Jolly Posh English Bangers served alongside buttery mashed potatoes and sweet green peas, all smothered with a rich onion gravy. Pairs well with Aventura Red Blend, Spain
Chicken Tikka Masala32,00 $
Marinated chicken breast simmered in a rich sauce topped with a blend of traditional Indian spices, served alongside basmati rice and a generous helping of warm naan bread. Pairs well with TheoLeo Sauvignon Blanc, California
Veal Parmesan24,00 $
A breaded and fried veal cutlet generously topped with melted mozzarella cheese and bathed in our signature red sauce, served on a bed of rigatoni. Pairs well with Matsu "El Picaro" Tempranillo, Spain
Piri Piri Chicken18,00 $
Roasted half chicken slathered in our signature piri piri-style pepper sauce and served with salad and crispy rosemary fries. Pairs well with Haymaker Sauvignon Blanc, New Zealand
Steak Frites48,00 $
A juicy Cabre Bon-in ribeye steak grilled to your desired temperature, topped with a rich pepper sauce, and served with crispy fries. Pairs well with Sokol Blosser Evolution Pinot Noir, Oregon
Salads
Caesar Salad14,00 $
Crisp romaine lettuce tossed in our creamy house-made dressing topped with croutons & shaved Parmesan. (optional addition of anchovies)
Nicoise Salad18,00 $
Tender chunks of tuna, potatoes, green beans, hard-boiled eggs, olives, & tomatoes nestled on a bed of spring mix & drizzled with a tangy Dijon vinaigrette
Spring Mix Salad14,00 $
A delightful medley of local mixed lettuces, crisp carrots, and fresh radishes, all tossed in our house vinaigrette.
A La Carte
Pomme Frites8,00 $
Basmati Rice6,00 $
Fingerling Potatoes7,00 $
Mashed Potatoes6,00 $
Sautéed Spinach6,00 $
Grilled Asparagus7,00 $
Desserts
Guinness Chocolate Cake9,00 $
Rich, indulgent, and infused with the depth of Guinness. Served warm with a scoop of vanilla ice cream
Tiramisu8,00 $
Layers of coffee-soaked ladyfingers and mascarpone, topped with a generous dusting of cocoa powder.
Panna Cotta8,00 $
A smooth custard, served with a selection of seasonal fruits.
