· Massachusetts

Winston’s Kitchen Menu

Browse Winston’s Kitchen menu in Oak Bluffs, featuring American dishes including breakfast, lunch, and dinner options. Menu items, prices, and availability may vary.

19 categories · 266 dishes 1 E Chop Dr, Oak Bluffs, MA 02557, United States Last updated August 2026

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Restaurant Winston’s Kitchen

Type American Restaurant

Price Range $10 to $20

Rating 4.8 (177 reviews)

Address 1 E Chop Dr, Oak Bluffs, MA

Service Takeout, Delivery, Onsite

Menu photos

A look at the dishes

Full menu

The full Winston’s Kitchen menu

Browse every dish by category — from in-table BBQ cuts to stews, sides and drinks. Prices are shown where available.

Jerk Chicken Dinner $20.00

Jerk chicken, Rice and beans, Veggies

3 Pc Fried Chicken Dinner $20.00

Mashed Potato, Cole slaw

4 Pc Fried Chicken Dinner $22.00

Mashed Potato, Cole slaw

Garlic Chicken Dinner $18.00

Mashed potato and Veggies

Jerk Pork Dinner $22.00

Rice and Beans, Veggies

Shredded BBQ Pork Dinner $20.00

Cole slaw, mac n cheese and baked beans

Lasagna $17.00

Served with a small garden salad

Thai Chili Salmon $24.00

Mashed potatoes and Veggies

Loaded Steak And Cheese $14.00

On a Sub Roll with Peppers, Onions, Mushrooms and Provolone

Steak And Cheese $13.00

Sub Roll Steak and Provolone

Fried Chicken Sandwich $14.00

Hand battered fried chicken sandwich on brioche roll with lettuce, tomato and special sauce

Jerk Chicken Sandwich $10.00

Grilled chicken breast topped with jerk sauce, lettuce, tomato and tzatziki sauce on a brioche roll

Jerk Chicken Wrap $10.00

Jerk chicken in a wrap with lettuce, tomato, avocado, rice and beans and jerk sauce

Chicken Parm Sub $15.00

Breaded Chicken topped with marinara sauce and provolone cheese on a sub roll toasted

Eggplant Parmesan Sub $14.00

Lightly breaded eggplant, topped with marinara sauce, basil and fresh mozzarella cheese

Meatball Sub $14.00

Meatballs topped with marinara sauce and provolone cheese toasted in a sub roll

B.L.T $10.00

Bacon, lettuce, tomato, mayo on choice of bread toasted

Bbq Pork Sandwich $10.00

Shredded BBQ pork and a brioche roll topped with cheddar cheese

Chicken Ceasar Wrap $11.00

Lettuce, tomato, croutons and chicken in a wrap with Caesar dressing

Hot Dog $5.00

Italian Sausage $9.00

Sweet Italian sausage topped with peppers and onions and mustard

BBQ Mushroom Sandwich $11.00

Sauteed BBQ mushrooms, green peppers, hummus, avocado, spinach, scallions toasted ciabatta

Cheeseburger $9.00

American, Lettuce, Tomato, Pickle, Onion

Cheese Burger And Fries $13.00

Topped with American cheese, lettuce and tomato served with fries

Imposible Burger W Fries $15.00

Meatless Soy Burger topped with american cheese, lettuce, tomato and onions

Impossible Burger $12.00

Meatless Soy Burger topped with american cheese, lettuce, tomato and onions

Pastrami And Cheese $11.00

Pastrami sauteed and topped with swiss cheese and mustard in toasted rye bread

Tzatziki Salmon Sandwich $18.00

Grilled salmon topped with tzatziki sauce, lettuce and tomato on toasted ciabatta bread

Chicken Salad Sandwich $14.00

Chicken salad, lettuce, tomato and choice of bread

Hummus Veggie Wrap $11.00

Hummus wrap, feta cheese, spinach, tomato, cucumbers, green peppers, greek olives, red onions and oil/vinegar. Add Chicken $5

Italian Sub $13.00

Sub roll, ham, salami, capicola and mortadella, provolone cheese, lettuce , tomato, green pepper, pickles, onion , greek olives, oil & vinegar

Pepperroni And Cheese Sub $12.00

sub roll with pepperoni and provolone cheese, lettuce, tomato, pickles, onions, green peppers and oil/vinegar

Roast Beef And Cheese Sub $14.00

Sub roll with roast beef, cheddar cheese, lettuce, tomato, pickles, onions and mayo

Salami And Cheese Sub $13.00

Sub roll with provolone cheese, lettuce, tomato, pickles, onions & green peppers and oil/vinegar

Tuna Salad Sandwich $11.00

Tuna salad with lettuce and tomato on your choice of bread

Turkey And Cheese Italian Sub $13.00

Sub roll, turkey and cheddar cheese with lettuce, tomato, pickles, onions, green peppers, olives and oil/vinegar

Maine Italian Sub $12.00

Sub roll, ham and American cheese , onions, green peppers, tomato , greek olives, pickles and oil/vinegar

Cran Chicken Salad Sandwich $14.00

Egg salad with lettuce and tomato on your choice of bread

Side Of Fries $7.00

Arancini Balls (8) $10.00

8 mushroom risotto balls served with marinara

Cheese Curds $12.00

Fried cheese curds served with marinara sauce

Mozzerella Sticks (6) $9.00

6 mozzarella stickes served with marinara

Southwest Chicken Rolls $12.00

Southwest chicken eggrolls with ranch dressing for dipping

Chicken Nuggets (8) W/ Fries $12.00

Plain Wings $17.00

Buffalo Wings $17.00

Bbq Wings $17.00

Jerk Wings $17.00

Garden Salad $10.00

Greek Salad $12.00

Breakfast Sandwich $6.50

Choice or Meat and Cheese

Breakfast Burrito $8.75

3 scrambled eggs, cheddar cheese, bacon, tomatos, green peppers, scallions in a plain wrap

Chicken Fajita Wrap $9.25

3 scrambled eggs, chicken, spinach, green peppers, onions, swiss in a wrap

Cinnamon Raisin Bagel $2.75

Asiago Bagel $2.75

Everything Bagel $2.75

Plain Bagel $2.75

Side Of 2 Hashbrowns $4.00

Scone $4.00

Blueberry Muffin $3.50

Cinnamon Roll $4.50

Jerk Chicken Dinner $20.00

Jerk chicken, Rice and beans, Veggies

3 Pc Fried Chicken Dinner $20.00

Mashed Potato, Cole slaw

4 Pc Fried Chicken Dinner $22.00

Mashed Potato, Cole slaw

Garlic Chicken Dinner $18.00

Mashed potato and Veggies

Jerk Pork Dinner $22.00

Rice and Beans, Veggies

Shredded BBQ Pork Dinner $20.00

Cole slaw, mac n cheese and baked beans

Lasagna $17.00

Served with a small garden salad

Thai Chili Salmon $24.00

Mashed potatoes and Veggies

3 Pc Fried Chicken $24.94

3 Pieces of Hand Breaded Fried Chicken with Mashed Potato, Gravy and Cole Slaw

4 Pc Fried Chicken $28.88

4 Pieces of hand breaded fried chicken with mashed potato, gravy and cole slaw

BBQ Shredded Pork Dinner $30.19

BBQ Shredded pork served with mac and cheese, baked beans and cole slaw DO NOT CHOOSE SIDES ON THIS ITEM IT COMES THE 3 SIDES ABOVE

Curry Chicken $26.25

Jamican Style Yellow Curry chicken served with rice and beans and steamed cabbage and carrots, If you choose other sides you do not get above sides as well. 2 sides only

Fish And Chips $26.25

3 pieces of fried cod and battered served with tartar sauce, cole slaw and fries IF YOU CHOOSE OTHER SIDES FOR THIS MEAL YOU WILL NOT GET FRIES AND COLE SLAW

Garlic Chicken $23.63

2 pieces of grilled and marinated chicken breast topped with a garlic cream sauce served with mashed potato and green beans

Oxtail $32.81

Jamaican style oxtail in a silky oxtail gravy served with rice and beans and steamed cabbage and carrots, These are the 2 sides that come with it. If you choose 2 different side you do not get the above sides also.

Meatloaf $23.63

Rice And Beans $7.00

Mashed Potato $8.00

Side Green Beans $7.00

Cole Slaw $7.00

Mac And Cheese $9.00

Pasta Salad $7.00

Steam Veg $7.00

Greek Pasta Salad $13.13

Fire Roasted Pasta Salad $10.50

Macaroni Salad $11.55

Potato Salad $11.03

Ranch Pasta Salad $9.19

Chicken Salad Side 16 Oz $18.00

Tuna Salad Side $17.06

Egg Salad Side $15.75

Chicken Salad Side $18.38

Small Mac And Cheese $12.60

Small Mashed Potato $7.88

Rice And Beans Side $9.19

Side Of Plantains $5.25

Loaded Steak And Cheese $14.00

On a Sub Roll with Peppers, Onions, Mushrooms and Provolone

Steak And Cheese $13.00

Sub Roll Steak and Provolone

Fried Chicken Sandwich $14.00

Hand battered fried chicken sandwich on brioche roll with lettuce, tomato and special sauce

Jerk Chicken Sandwich $10.00

Grilled chicken breast topped with jerk sauce, lettuce, tomato and tzatziki sauce on a brioche roll

Jerk Chicken Wrap $10.00

Jerk chicken in a wrap with lettuce, tomato, avocado, rice and beans and jerk sauce

Chicken Parm Sub $15.00

Breaded Chicken topped with marinara sauce and provolone cheese on a sub roll toasted

Eggplant Parmesan Sub $14.00

Lightly breaded eggplant, topped with marinara sauce, basil and fresh mozzarella cheese

Meatball Sub $14.00

Meatballs topped with marinara sauce and provolone cheese toasted in a sub roll

B.L.T $10.00

Bacon, lettuce, tomato, mayo on choice of bread toasted

Bbq Pork Sandwich $10.00

Shredded BBQ pork and a brioche roll topped with cheddar cheese

Chicken Ceasar Wrap $11.00

Lettuce, tomato, croutons and chicken in a wrap with Caesar dressing

Hot Dog $5.00

Italian Sausage $9.00

Sweet Italian sausage topped with peppers and onions and mustard

BBQ Mushroom Sandwich $11.00

Sauteed BBQ mushrooms, green peppers, hummus, avocado, spinach, scallions toasted ciabatta

Cheeseburger $9.00

American, Lettuce, Tomato, Pickle, Onion

Cheese Burger And Fries $13.00

Topped with American cheese, lettuce and tomato served with fries

Imposible Burger W Fries $15.00

Meatless Soy Burger topped with american cheese, lettuce, tomato and onions

Impossible Burger $12.00

Meatless Soy Burger topped with american cheese, lettuce, tomato and onions

Pastrami And Cheese $11.00

Pastrami sauteed and topped with swiss cheese and mustard in toasted rye bread

Tzatziki Salmon Sandwich $18.00

Grilled salmon topped with tzatziki sauce, lettuce and tomato on toasted ciabatta bread

Grilled Cheese Sandwich $9.19

Cuban W/ Fries $21.00

Cow Boy Burger W/Fries $22.31

Chicken Quesadilla $19.69

Grilled Chicken, Peppers, Onions, Tomatoes, Shredded Cheese with Sour Cream and Salsa on the Side

Fish Sandwhich $14.70

Fried Cod on a Brioche Roll with Tartar Sauce, Lettuce and Tomato

Chicken Salad Sandwich $14.00

Chicken salad, lettuce, tomato and choice of bread

Hummus Veggie Wrap $11.00

Hummus wrap, feta cheese, spinach, tomato, cucumbers, green peppers, greek olives, red onions and oil/vinegar. Add Chicken $5

Italian Sub $13.00

Sub roll, ham, salami, capicola and mortadella, provolone cheese, lettuce , tomato, green pepper, pickles, onion , greek olives, oil & vinegar

Pepperroni And Cheese Sub $12.00

sub roll with pepperoni and provolone cheese, lettuce, tomato, pickles, onions, green peppers and oil/vinegar

Roast Beef And Cheese Sub $14.00

Sub roll with roast beef, cheddar cheese, lettuce, tomato, pickles, onions and mayo

Salami And Cheese Sub $13.00

Sub roll with provolone cheese, lettuce, tomato, pickles, onions & green peppers and oil/vinegar

Tuna Salad Sandwich $11.00

Tuna salad with lettuce and tomato on your choice of bread

Turkey And Cheese Italian Sub $13.00

Sub roll, turkey and cheddar cheese with lettuce, tomato, pickles, onions, green peppers, olives and oil/vinegar

Maine Italian Sub $12.00

Sub roll, ham and American cheese , onions, green peppers, tomato , greek olives, pickles and oil/vinegar

Cran Chicken Salad Sandwich $14.00

Egg salad with lettuce and tomato on your choice of bread

Ham And Cheese Sub $15.75

Ham and Cheese in a 12 inch sub roll Lettuce, Tomato, Green Peppers, Red Onions, Pickles with Mayo salt and Pepper

Egg Salad Sandwich $14.43

Tuna Salad Topped with Lettuce, Tomato, Onion and Pickles

Side Of Fries $7.00

Arancini Balls (8) $10.00

8 mushroom risotto balls served with marinara

Cheese Curds $12.00

Fried cheese curds served with marinara sauce

Mozzerella Sticks (6) $9.00

6 mozzarella stickes served with marinara

Southwest Chicken Rolls $12.00

Southwest chicken eggrolls with ranch dressing for dipping

Chicken Nuggets (8) W/ Fries $12.00

Plain Wings $17.00

Buffalo Wings $17.00

Bbq Wings $17.00

Jerk Wings $17.00

Garden Salad $10.00

Greek Salad $12.00

Southwest Chicken Rolls (3) $15.75

Xtra Blue Cheese $1.05

Small Garden Salad $6.56

Lg Garden Salad $13.13

Lg Greek Salad $15.75

Garden With Chicken $18.38

Greek With Chicken $21.00

Chicken Tenders With Fries $21.00

Side Of Plantains $5.25

Breakfast Sandwich $6.50

Choice or Meat and Cheese

Breakfast Burrito $8.75

3 scrambled eggs, cheddar cheese, bacon, tomatos, green peppers, scallions in a plain wrap

Chicken Fajita Wrap $9.25

3 scrambled eggs, chicken, spinach, green peppers, onions, swiss in a wrap

Cinnamon Raisin Bagel $2.75

Asiago Bagel $2.75

Everything Bagel $2.75

Plain Bagel $2.75

Side Of 2 Hashbrowns $4.00

Scone $4.00

Blueberry Muffin $3.50

Cinnamon Roll $4.50

Side Of Fries $10.50

Arancini Balls (8) $13.13

8 mushroom risotto balls served with marinara sauce

Cheese Curds $14.44

served with marinara sauce

Mozzerella Sticks (6) $13.13

Southwest Chicken Rolls (3) $15.75

Chicken Nuggets (8) W/ Fries $15.75

Plain Wings $24.15

Buffalo Wings $24.15

Bbq Wings $24.15

Jerk Wings $24.15

Xtra Blue Cheese $1.05

Small Garden Salad $6.56

Lg Garden Salad $13.13

Lg Greek Salad $15.75

Garden With Chicken $18.38

Greek With Chicken $21.00

Chicken Tenders With Fries $21.00

Side Of Plantains $5.25

3 Pc Fried Chicken $24.94

3 Pieces of Hand Breaded Fried Chicken with Mashed Potato, Gravy and Cole Slaw

4 Pc Fried Chicken $28.88

4 Pieces of hand breaded fried chicken with mashed potato, gravy and cole slaw

Thai Chili Salmon $30.45

8 oz pan seared salmon topped with a Thai chili sauce then baked served with mashed potato and green beans

BBQ Shredded Pork Dinner $30.19

BBQ Shredded pork served with mac and cheese, baked beans and cole slaw DO NOT CHOOSE SIDES ON THIS ITEM IT COMES THE 3 SIDES ABOVE

Curry Chicken $26.25

Jamican Style Yellow Curry chicken served with rice and beans and steamed cabbage and carrots, If you choose other sides you do not get above sides as well. 2 sides only

Fish And Chips $26.25

3 pieces of fried cod and battered served with tartar sauce, cole slaw and fries IF YOU CHOOSE OTHER SIDES FOR THIS MEAL YOU WILL NOT GET FRIES AND COLE SLAW

Garlic Chicken $23.63

2 pieces of grilled and marinated chicken breast topped with a garlic cream sauce served with mashed potato and green beans

Jerk Chicken Dinner $26.25

Jamaican jerk seasoned chicken topped with jerk sauce served with rice and beans and steamed cabbage and carrots. If you choose 2 other sides you do not get above sides as well. Just 2 sides total

Jerk Pork Dinner $32.81

Jamaican jerk seasoned pork topped with jerk sauce served with rice and beans and steamed cabbage and carrots. If you choose 2 other sides you do not get above sides as well. Just 2 sides total

Oxtail $32.81

Meatloaf $23.63

Loaded Steak And Cheese $19.95

Peppers, Onions, Mushrooms&Cheese

Steak And Cheese $17.05

Fried Chicken Sandwich $18.38

Hand breaded Chicken Breast, Special Sauce, Lettuce and Tomato on a Brioche Roll

Jerk Chicken Sandwich $13.13

Jerk seasoned chicken breast, topped with Tzeki sauce, Lettuce and Tomato

Jerk Chicken Wrap $15.75

Grilled Chicken, Rice and Beans, Avocado, Jerk Sauce, Lettuce and Tomato in a Wrap Grilled

Chicken Parm Sub $19.69

Hand Breaded Fried Chicken Breast topped with Provolone Cheese, Marinara Sauce, Parmesan Cheese and Toasted

Eggplant Parmesan Sub $18.38

Lightly breaded eggplant, topped with marinara sauce, basil and fresh mozzarella cheese

Meatball Sub $18.36

All Beef Meatballs topped with Provolone Cheese, Marinara Sauce and Parmesan Cheese

B.L.T $13.11

Bbq Pork Sandwich $14.43

Pulled BBQ Pork on a Brioche Roll with Cheese

Chicken Ceasar Wrap $15.75

Grilled Chicken, Tomato, Parmesan Cheese Croutons, Caesar Dressing , Shredded Lettuce in a Wrap

Hot Dog $6.56

Add Onions .50 Add Cole Slaw $1.00

Italian Sausage $11.81

Sweet Italian Sausage, Sauteed Peppers and Onions with Mustard

Grilled Cheese Sandwich $9.19

BBQ Mushroom Sandwich $14.43

Sautéed BBQ Mushrooms, Sauteed Peppers, Hummus, Avocado, Spinach and Scallions

Cheese Burger And Fries $19.95

Topped with American Cheese, Lettuce and Tomato

Imposible Burger W Fries $19.69

Pastrami And Cheese $14.43

Topped with Swiss Cheese and Mustard

Tzatziki Salmon Sandwich $23.61

Topped with Tzatziki Sauce, Tomato and Pineapple

Cuban W/ Fries $21.00

Cow Boy Burger W/Fries $22.31

Chicken Quesadilla $19.69

Grilled Chicken, Peppers, Onions, Tomatoes, Shredded Cheese with Sour Cream and Salsa on the Side

Fish Sandwhich $14.70

Fried Cod on a Brioche Roll with Tartar Sauce, Lettuce and Tomato

Italian Sub $17.06

Ham,Salami ,Capicola and Mortadella , Shaved Lettuce , Tomato, Green Pepper , Pickles, Onion , Greek Olives, Oil & Vinegar

Maine Italian Sub $15.74

Ham and American Cheese , Onions, Green Peppers, Tomato , Greek Olives and Pickles Topped with Olive Oil , Salt and Pepper

Turkey And Cheese Italian Sub $17.06

Turkey and American Cheese with Lettuce, Tomato, Pickles, Onions , Green Peppers

Ham And Cheese Sub $15.75

Ham and Cheese in a 12 inch sub roll Lettuce, Tomato, Green Peppers, Red Onions, Pickles with Mayo salt and Pepper

Roast Beef And Cheese Sub $18.36

Cheddar Cheese, Lettuce, Tomato, Pickles, Onions and Green Peppers

Pepperroni And Cheese Sub $15.75

Provolone Cheese, Lettuce, Tomato, Pickles, Onions & Green Peppers

Salami And Cheese Sub $17.06

Hummus Veggie Wrap $14.44

Spinach,Tomato, Red Onion, Cucumber

Egg Salad Sandwich $14.43

Tuna Salad Topped with Lettuce, Tomato, Onion and Pickles

Chicken Salad Sandwich $15.75

Fresh Homemade chicken salad, Lr

Menu highlights

Guests often mention

Prices & availability

Menu categories such as appetizers, hot sandwiches, sides, and breakfast are offered at Winston’s Kitchen. Prices range between $10 and $20, but individual item prices and seasonal availability may change. Confirm current details directly with the restaurant before ordering.

Dining fit

This menu is good for

Breakfast
Quick Bite
Dinner
Family-friendly
Accessible
10 min visit

About this menu

Winston’s Kitchen presents an American menu focusing on comfort food with offerings like breakfast burritos, fish and chips, and hearty sandwiches. The menu is organized into clear sections including appetizers, hot sandwiches, sides, and breakfast items suitable for quick takeout or dining by the waterfront. Popular dishes often mentioned by guests include the fish and chips and jerk chicken, reflecting local flavor influences. The casual and cozy atmosphere supports solo dining as well as family groups, with no table service, promoting efficient takeout and onsite ordering.