Winston's Cafe Menu

Welcome to Winston's Cafe, a charming eatery located at 1412 Greenbrier Pkwy in Chesapeake, VA. Here, the emphasis is on delivering vibrant, flavorful dishes that leave a lasting impression. The menu boasts a variety of choices, with popular highlights including the succulent chicken salad and the satisfying French dip sandwich. Patrons rave about the flounder basket, and the everyday .79 wing deal during happy hour is a local favorite.

The atmosphere is cozy, making it the perfect spot to enjoy a delightful meal. Guests appreciate the friendly and attentive service, as noted by regulars who feel right at home. Additionally, the Mac and cheese is made fresh, ensuring a creamy, delectable experience that keeps diners returning.

Whether you seek a casual hangout or a family gathering, Winston's Cafe promises exceptional food and service that surpasses the need for Instagrammable decor.

APPETIZERS

Winston’s Jumbo Wings

10 wings fried crispy and tossed in either 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.

US$15.00

Lumpia

Beef lumpia, hand rolled in an authentic Filipino kitchen. Deep fried and served with a sweet and spicy chili sauce.

US$9.00

Steamed Shrimp

Large shrimp steamed in Old Bay, lemon and seasonal local, craft beer. 1/2# -11 1# -19

US$11.00

*Ahi Cajun Tuna Bites

Fresh Ahi Tuna rolled in a blend of Cajun seasoning, seared to your desired temperature and served with a roasted red pepper aioli.

US$12.00

Crab Spinach Dip

Lump crab meat folded into a blend of cheeses and baby spinach, then oven bakes. Served with a French loaf.

US$13.00

Seafood Quesadilla

A flour tortilla stuffed with our house made crab and spinach dip, grilled shrimp, mixed cheese. Served with salsa and sour cream.

US$14.00

Winston’s Nachos

Crisp tortilla chips piled with our house made chili, cheese blend, shredded lettuce, jalapenos, onions and tomatoes. Served with salsa and sour cream.

US$13.00

*Steak Bites

6oz. Of juicy steak cooked to your desired temperature and sprinkled with Cajun seasoning. Served with A1 steak sauce.

US$12.00

Chicken Tenders

Breaded chicken tenderloins served with your choice of dipping sauce or tossed in buffalo.

US$10.00

Mozzarella Sticks

5 thick cut, battered and deep fried. Served with marinara.

US$9.00

Loaded Fries

Our crispy fries topped with chili, bacon, mixed cheese and jalapenos.

US$11.00

Large Fries

US$6.00

Onion Rings

US$8.00

Deb’s Famous Potato Soup

Our hearty and creamy potato soup topped with shredded cheese and bacon crumbles. Cup 4 Bowl 5

US$4.00

French Onion Soup

A classic favorite topped with toasted French Brad and melted provolone. Cup 5 Bowl 6

Winston’s Chili

Our house made chili topped with Monterey Jack cheese and served with tortilla chips. Cup 5 Bowl 6

US$5.00

Soup of the Day

Try one of our awesome home made soups! -Market

SOUPS

Salads

House Salad

Mixed greens topped with cucumbers, tomatoes, red onions, mixed cheese and seasoned croutons. •Add chicken breast or chicken salad 5 •Sirloin Steak, Tuna Steak, Salmon, or Shrimp 6

US$8.00

Cobb Salad

Fresh mixed greens topped with grilled chicken, diced bacon, hard boiled eggs, avacado, tomatoes, red onions, cucumbers and bleu cheese crumbles.

US$11.00

Caeser Salad

Fresh romaine lettuce with ages parmesan cheese and seasoned croutons. Tossed in a creamy Caeser dressing.

US$8.00

Gary Salad

Mixed greens, blackened chicken breast, fresh feta, sliced almonds, craisens, fresh fruit, tomatoes, onions and cucumbers.

US$15.00

Buffalo Chicken Salad

Our House salad topped with breaded chicken tenderloins, tossed in a mild wing sauce.

US$12.00

*Hamburger

1/2# hand pattied, fresh ground beef burger. Add additional topping 1 each: cheese, fried egg, jalapeno, chili, bacon, sauteed mushrooms, sauteed onions.

US$9.00

*Winston’s Burger

1/2# burger topped with lump crab meat, bacon and provolone cheese.

US$14.00

Burgers

Sandwiches/Wraps

French Dip

A Winston’s legend!! Thinly sliced rare roast beef and Swiss cheese, toasted on a French roll, served with hot Au Jus for dipping.

US$12.00

Winston’s Wonder

Roasted Turkey breast topped with bacon and melted Swiss, lettuce and tomatoes in a brioche roll.

US$11.00

NC Pulled Pork BBQ

Cooked low and slow, piled high and served with our homemade Carolina BBQ sauce.

US$9.00

Cranberry Walnut Chicken Salad

Fresh all white meat chicken salad with walnuts, cranberries and fresh baby spinach and tomato on a brioche roll.

US$11.00

Crispy Chicken Wrap

Crispy fried chicken tenderloins with bacon, Monterey Jack cheese, lettuce, tomatoes and ranch dressing, wrapped in a grilled flour tortilla. Add buffalo sauce for an extra kick!

US$12.00

*Ahi Tuna Wrap

Fresh Ahi Tuna cooked to your liking with lettuce, tomatoes, shredded cheese and a roasted red pepper aioli. Wrapped in a grilled flour tortilla.

US$13.00

Hot Italian

Layers of hard salami, sliced ham and melted provolone, topped with onions, lettuce and tomatoes. Finished with Italian dressing on a toasted French roll.

US$11.00

Pastrami Reuben

Fresh sliced Pastrami, Swiss cheese, sauerkraut and 1,000 island dressing on grilled marble rye.

US$12.00

Philly Sub

(Chicken or Beef) Shaved Ribeye steak or strips of grilled chicken breast sauteed with onions, green peppers, then covered with melted provolone and topped with lettuce and tomatoes.

US$12.00

Crabcake Sammy

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.

US$13.00

*English Dip

Our slow cooked choice Prime Rib cooked to temperature on a toasted French Roll, served with a side of hot Au Jus. Add Swiss or provolone 1

US$14.00

Club Sandwich

Layers of turkey, ham, bacon, Swiss and American cheese, lettuce, tomatoes between 3 slices of marble rye or Texas toast.

US$13.00

Chicken Parmesan

Breaded Chicken breast, topped with marinara and mozzarella cheese on a brioche roll.

US$11.00

*Prime Rib

12oz slow roasted USDA choice prime rib, hand cut and cooked to your desired temperature, served with hot Au Jus.

US$25.00

*Black and Bleu Ribeye

Tender 12oz hand-cut ribeye grilled with blackened seasoning, topped with your choice of bleu cheese crumbles or sauteed mushrooms and onions.

US$26.00

*Ribeye Steak

12 oz hand cut ribeye seasoned and grilled to desired temperature.

US$25.00

*Winstons Surf and Turf

Hand cut 6oz flat iron paired with your choice of Tuna, Crabcake, grilled shrimp or our salmon

US$22.00

Crabcake Dinner

Two of the Chef’s signature lump crab cakes, broiled or fried to a golden brown, served with tarter or cocktail.

US$24.00

Chicken Parmesan

Tender chicken breast, topped with mozzarella and served with a side of pasta and marinara.

US$14.00

Creamy Cajun Alfredo

Penne pasta tossed with peppers and broccoli oki in a Cajun Alfredo cream sauce. *Add chicken 5 • Add grilled shrimp 6

US$11.00

Entree’s

Children’s Menu

Grilled Cheese, chicken tenders or 1/4 cheeseburger, served with a choice of sliced apple, veggies, chips or fries.

US$6.00