Ready to try some of the best American (new) in Chesapeake? Then it's time to order from Winston's Cafe. Looking to find the cheapest way to order Winston's Cafe? Choose the most affordable deliv...show more
Five pieces. Beef lumpia hand-rolled in an authentic Filipino kitchen. Deep-fried, served with a sweet and spicy chili sauce.
10 pieces. Jumbo fresh crispy fried and tossed in one of our delicious sauces. Served with celery and your choice of dressing.
Large shrimp steamed in a combination of seasonal beer, old bay and lemon. Served with drawn butter and our housemade cocktail sauce.
A flour tortilla stuffed with our house made crab spinach dip, grilled shrimp, mixed cheese and lump crab meat. Served with a side of salsa and sour cream.
Lump crab meat folded into a blend of cheeses and baby spinach then oven baked. Served with a loaf of French bread.
6 oz of juicy tenderloin cooked to your desired temperature and sprinkled with Cajun seasonings. Served with a delicious dipping sauce.
Five pieces. Breaded chicken tenderloins served with your choice of sauces.
Thick cut, battered and deep fried.
Hearty, creamy potato soup topped with shredded cheese and bacon crumbles.
Our mild, house made chili, topped with Monterey Jack and served with tortilla chips.
Fresh mixed greens topped with cucumbers, tomatoes, red onions, mixed cheese and seasoned croutons.
Fresh mixed greens topped with diced bacon, eggs, turkey, ham, tomatoes, cucumbers, red onions and bleu cheese crumbles.
Fresh hearts of crispy romaine lettuce topped with aged Parmesan cheese, seasoned croutons tossed in our creamy Caesar dressing.
Fresh mixed greens, blackened chicken breast, fresh feta cheese, sliced almonds, craisins, fresh seasonal fruit, tomatoes, onions and cucumbers.
House salad topped with breaded chicken strips, tossed in a mild wing sauce.
A Winston's legend!! Thinly sliced rare roast beef and Swiss cheese piled high, toasted on a French roll. Served with au jus for dipping.
A thick layer of roast turkey breast topped with Smithfield bacon and melted swiss cheese on a brioche roll.
Fresh all white meat chicken salad with walnuts and cranberries on a brioche roll or wrap with sliced tomatoes and baby spinach.
Crispy fried chicken tenders topped with crisp bacon, Monterey jack cheese, lettuce, tomato and ranch dressing, rolled in a flour tortilla and grilled.
Served with mashed potatoes and green beans. Better than mom's!.
Layers of hard salami, sliced ham and melted provolone, topped with onions, lettuce and tomatoes. Finished with Italian dressing, on a toasted sub roll.
Fresh sliced pastrami, Swiss cheese, sauerkraut and thousand island dressing on grilled marble rye.
Protein sauteed with onions and green peppers. Then covered with melted provolone, topped with lettuce and tomato.
Our chef's housemade crab cake on a toasted brioche roll with lettuce and tomato served with your choice of sauce.
Served with mashed potatoes and green beans. Better than mom's!.
Two of the chef's signature crab cakes to a golden brown, served with two sides and your choice of sauce.
Penne pasta with peppers and broccoli in a Cajun cream sauce.
Tender, breaded chicken breasts, topped with mozzarella and marinara, served with pasta.
12 oz slow roasted USDA choice prime rib, hand cut, and cooked to your desired temperature. Served with hot Au jus.
A flour tortilla stuffed with our house made crab, spinach dip, grilled shrimp, and mixed cheese. Served with a side of salsa and sour cream.
Penne pasta tossed with peppers and broccoli in a cajun Alfredo cream sauce.
Fresh ahi tuna rolled in a blend of cajun seasoning and seared to your desired temperature. Served with a roasted red pepper aioli.
Fresh mixed greens topped with diced bacon, hard boiled eggs, turkey, ham, tomatoes, cucumbers, red onions, and bleu cheese crumbles.
Beef lumpia hand rolled in an authentic filipino kitchen. Deep fried and served with a sweet and spicy chili sauce.
10 jumbo wings fried, crispy, and tossed in mild or buffalo, garlic Parmesan, old bay, Caribbean jerk, sweet and spicy chili, BBQ or our signature big daddy sauce. Served with blue cheese or ranch dressing and celery.
Large shrimp steamed in old bay, lemon, and seasonal local craft beer.
Fresh ahi tuna rolled in a blend of cajun seasoning and seared to your desired temperature. Served with a roasted red pepper aioli.
Lump crab meat folded into a blend of cheeses, baby spinach, and then oven bakes. Served with a French loaf.
A flour tortilla stuffed with our house made crab, spinach dip, grilled shrimp, and mixed cheese. Served with a side of salsa and sour cream.
Crisp tortilla chips piled with our house made chili, cheese blend, shredded lettuce, jalapenos, tomatoes, and onions. Served with salsa and sour cream.
6 oz of juicy steak cooked to your desired temperature and sprinkled with cajun seasonings. Served with steak sauce.
With breaded chicken tenderloins.
5 thick cut, battered, and deep fried. Served with marinara.
Our crispy fries topped with chili or bacon, mixed with cheese and jalapeños.
Our hearty and creamy soup, topped with shredded cheese and bacon crumbles.
A classic favorite topped with toasted French bread and melted provolone.
Our house made chili topped with Monterey Jack cheese. Served with tortilla chips.
Fresh mixed greens topped with diced bacon, hard boiled eggs, turkey, ham, tomatoes, cucumbers, red onions, and bleu cheese crumbles.
Fresh romaine lettuce with aged Parmesan cheese, seasoned croutons, and tossed in our creamy Caesar dressing.
Greens, blackened chicken breast, fresh feta, sliced almonds, craisens, fresh fruit, tomatoes, onions, and cucumbers.
Our house salad topped with breaded chicken tenderloins and tossed in mild wing sauce.
Hand pattied and fresh ground beef burger.
Topped with lump crab meat, bacon, and provolone cheese.
A Winston's legend. Thinly sliced rare roast beef, Swiss cheese, and toasted on a French roll. Served with hot Au jus for dipping.
Fresh all white meat chicken salad with walnuts, cranberries, fresh baby spinach, and tomato on a brioche roll.
Layers of hard salami, sliced ham, melted provolone, and topped with onions, lettuce, and tomatoes. Finished with Italian dressing on a toasted French roll.
Our house made crabcake fried or broiled on a toasted brioche roll with lettuce and tomato. Served with tarter or a roasted red pepper aioli.
Breaded chicken breast, topped with marinara and mozzarella cheese on a brioche roll.
Roasted turkey breast topped with bacon and melted Swiss, lettuce, and tomatoes in a brioche roll.
Crispy fried chicken tenderloins with bacon, Monterey Jack cheese, lettuce, tomatoes, and ranch dressing. Wrapped in a grilled flour tortilla.
Fresh sliced pastrami, Swiss cheese, sauerkraut, and Thousand Island dressing on grilled marble rye.
Our slow cooked choice prime rib cooked to temperature on a toasted French Roll. Served with a side of hot Au Jus.
Cooked low and slow, piled high, and served with our homemade Carolina BBQ sauce.
Fresh ahi tuna cooked to your liking with lettuce, tomatoes, shredded cheese, and a roasted red pepper aioli. Wrapped in a grilled flour tortilla.
Shaved ribeye steak or strips of grilled chicken breast. Sautéed with onions, green peppers, covered with melted provolone and topped with lettuce and tomatoes.
Layers of turkey, ham, bacon, Swiss and American cheese, lettuce, and tomatoes between 3 slices of marble rye or Texas toast.
12 oz slow roasted USDA choice prime rib, hand cut, and cooked to your desired temperature. Served with hot Au jus.
Hand cut 6 oz sirloin paired with your choice of tuna, crabcake, grilled shrimp or our fresh catch.
Tender chicken breast, topped with mozzarella, and served with a side of pasta and marinara.
Tender 12 oz hand-cut ribeye, grilled with blackened seasoning, topped with your choice of bleu cheese crumbles or sautéed mushrooms and onions.
Two of the chef's signature lump crab cakes, broiled or fried to a golden brown. Served with tarter or cocktail.
Penne pasta tossed with peppers and broccoli in a cajun Alfredo cream sauce.
12 oz hand cut ribeye, seasoned, and grilled to desired temperature.
Our homemade mac and cheese with melted bleu cheese and lump crab meat.
Grilled cheese, chicken tenders or corn dog nuggets, and served with a choice of sliced apple, veggies, chips or fries.