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    Jack's Pleasant Pizza

    Italian
    Closed10AM - 8:30PM
    CallDirections
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    Appetizers
    Pizza
    Wraps and Grinders
    Beverages and desserts
    Extra Sauce
    Breakfast
    Calzones

    Featured Items

    • BigJackMac SMALL

      A thousand island dressing base, with our cheese blend, topped with hamburger, white onions, lettuce, pickles, and a thousand island drizzle on top.
      $17.99
    • Chicken Tenders

      Comes with five deep fried chicken tenders, sauced in your choice of sauce, and served with your choice of dipping sauce.
      $8.99
    • Buffalo Chicken SMALL

      Our buffalo and ranch or bleu cheese a base, our cheese blend, topped with either crispy fried chicken, or grilled chicken, with a ranch or bleu cheese drizzle on top.
      $17.99

    Appetizers

    Appetizers

    • Mozzarella Sticks

      Eight deep-fried and breaded mozzarella cheese sticks. Served with your choice of dipping sauce.
      $9.99
    • Fried Pickles

      One size (10oz) of our fried and breaded pickles. Served with a Tangy Boom-Boom sauce.
      $7.99
    • Small Chicken Wings

      Eight deep fried chicken wings sauced in your choice of sauce. Served with a side of Bleu Cheese or Ranch.
      $13.99
    • Chicken Wings Large (16 count)

      Comes with 16 deep fried wings, sauced in your choice of flavor, served with ranch or bleu cheese.
      $24.99
    • Chicken Tenders

      Comes with five deep fried chicken tenders, sauced in your choice of sauce, and served with your choice of dipping sauce.
      $8.99
    • Chicken Tenders and Fries

      Comes with four deep fried chicken tenders, sauced in your choice of sauce, a side of fries, and dipping sauce of your choice.
      $11.99
    • Southwest Eggrolls

      Comes with four deep fried egg rolls, containing corn, beans, cheese, and other south-west flavors. Served with your choice of dipping sauce.
      $13.99
    • Philly Cheesesteak Eggrolls

      Comes with four deep fried egg rolls, containing steak, cheese, peppers, and onions. Served with a side of tangy boom-boom sauce.
      $13.99
    • Buffalo Chicken Eggrolls

      $13.99
    • Small French Fry

      A small order of our crispy crinkle cut fries, salted, with your choice of sauce to dip.
      $3.99
    • Large French Fry

      A large order of our crispy crinkle cut fries, salted, with your choice of sauce to dip.
      $6.99
    • Small Onion Ring

      A small order of our crispy, flakey, and deep-fried Onion rings, served with a side of your choice of dipping sauce.
      $5.99
    • Large Onion Ring

      A large order of our crispy, flakey, and deep-fried Onion rings, served with a side of your choice of dipping sauce.
      $8.99
    • Jalepeno Poppers

      Deep-fried Jalapeños filled with cream cheese and served with your side of sauce for dipping.
      $7.99
    • Cheesy Garlic Bread

      Comes with 8 crispy sticks of buttery garlic bread, topped with our mozzarella-cheddar blend cheese. Comes with a side of marinara, for dipping.
      $7.99

    Salad

    • House salad

      Lettuce, Tomatoes, Red Onions, Black Olives, cucumbers, house
      $8.99
    • Caesar salad

      Lettuce, Croutons, and Shaved Parmesan cheese.
      $9.99
    • Grilled chicken salad

      Lettuce, Tomatoes, Red Onions, Grilled Chicken, and Roasted Red Peppers.
      $13.99
    • Buffalo Chicken salad

      Lettuce, Tomatoes, Red Onion, and Chicken tossed in buffalo sauce.
      $13.99
    • Greek salad

      Tomatoes, Kalamata olives, green bell peppers, and red onions. Includes a feta crumble and greek dressing
      $13.99
    • Anti-pasto Salad

      Lettuce, tomatoes, peperoncini, roasted red peppers, salami, pepperoni, and cappicola.
      $13.99
    • Side Caesar Salad

      $6.50
    • Side house salad

      $6.00

    Pizza

    • Baked Red Potato LARGE

      Our creamy sour-cream base, our cheese blend, topped with red potatoes, broccoli, and crispy bacon.
      $27.99
    • Baked Red Potato SMALL

      Our creamy sour-cream base, our cheese blend, topped with red potatoes, broccoli, and crispy bacon.
      $16.99
    • Barbecue Chicken Pizza LARGE

      $27.99
    • Barbecue Chicken Pizza SMALL

      $17.99
    • BigJackMac LARGE

      A thousand island dressing base, with our cheese blend, topped with hamburger, white onions, lettuce, pickles, and a thousand island drizzle on top.
      $26.99
    • BigJackMac SMALL

      A thousand island dressing base, with our cheese blend, topped with hamburger, white onions, lettuce, pickles, and a thousand island drizzle on top.
      $17.99
    • BigWilliTaco LARGE

      Our creamy sour-cream base, our cheese blend, topped with seasoned taco meet, crunchy tortilla chips, our homemade salsa, and a sour cream drizzle.
      $27.99
    • BigWilliTaco SMALL

      Our creamy sour-cream base, our cheese blend, topped with seasoned taco meat, crunchy tortilla chips, our homemade salsa, and a sour cream drizzle.
      $17.99
    • Buffalo Chicken LARGE

      Our buffalo and ranch or bleu cheese a base, our cheese blend, topped with either crispy fried chicken, or grilled chicken, with a ranch or bleu cheese drizzle on top.
      $27.99
    • Buffalo Chicken SMALL

      Our buffalo and ranch or bleu cheese a base, our cheese blend, topped with either crispy fried chicken, or grilled chicken, with a ranch or bleu cheese drizzle on top.
      $17.99
    • Build Your own Pizza LARGE

      $24.99
    • Build your own pizza SMALL

      $15.99
    • Cheese EXTRA LARGE 18"

      $26.99
    • Cheese LARGE

      Our mozzarella-white cheddar cheese blend, with our homemade tomato sauce.
      $18.99
    • Cheese SMALL

      Our mozzarella-white cheddar cheese blend, with our homemade tomato sauce.
      $11.99
    • Chicken Bacon Ranch LARGE

      Our smooth ranch base, our cheese blend, topped with your choice of crispy fried chicken, or grilled chicken, and crispy bacon.
      $27.99
    • Chicken Bacon Ranch SMALL

      Our smooth ranch base, our cheese blend, topped with your choice of crispy fried chicken, or grilled chicken, and crispy bacon.
      $17.99
    • Ding-a-ling LARGE

      Creamy garlic base with Cajun grilled chicken, red onion, tomato, bleu cheese crumble, topped with bacon and creamy garlic drizzle.
      $32.99
    • Ding-a-ling SMALL

      Creamy garlic base with Cajun grilled chicken, red onion, tomato, bleu cheese crumble, topped with bacon and creamy garlic drizzle.
      $21.99
    • Jack's-Luau LARGE

      Our take on a classic Hawaiian pizza, with our cheese blend, our tomato sauce, topped with pineapple slices, ham, and crispy bacon.
      $25.99
    • Jack's-Luau SMALL

      Our take on a classic Hawaiian pizza, with our cheese blend, our tomato sauce, topped with pineapple slices, ham, and crispy bacon.
      $16.99
    • Lu's Cheeseburger LARGE

      $27.99
    • Lu's Cheeseburger SMALL

      $17.99
    • Meat Lovers LARGE

      Our cheese blend, our tomato sauce base, topped with crispy bacon, pepperoni, Italian sausage, hamburger, and homemade meatballs.
      $26.99
    • Meat Lovers SMALL

      Our cheese blend, our tomato sauce base, topped with crispy bacon, pepperoni, Italian sausage, hamburger, and homemade meatballs.
      $17.99
    • One Topping EXTRA LARGE 18"

      $28.49
    • One topping LARGE

      $23.99
    • One topping SMALL

      $13.50
    • Patronus LARGE

      Ranch base, mozzarella, fried eggplant spun in mild buffalo sauce, baby spinach, avacodo, topped with ranch and buffalo drizzle.
      $32.99
    • Patronus SMALL

      Ranch base, mozzarella, fried eggplant spun in mild buffalo sauce, baby spinach, avacodo, topped with ranch and buffalo drizzle.
      $21.99
    • Pesto-roni LARGE

      House made pizza sauced, lined with creamy pesto sauce, topped with pepperoni and hot honey drizzle.
      $28.99
    • Pesto-roni SMALL

      House made pizza sauced, lined with creamy pesto sauce, topped with pepperoni and hot honey drizzle.
      $17.99
    • Pickle Pizza LARGE

      $27.99
    • Pickle Pizza SMALL

      $17.99
    • Pleasant special LARGE

      Our cheese blend, our tomato sauce, topped with green peppers, white onion, mushrooms, pepperoni, and Italian sausage.
      $25.99
    • Pleasant Special SMALL

      Our cheese blend, our tomato sauce, topped with green peppers, white onion, mushrooms, pepperoni, and Italian sausage.
      $16.99
    • Prosciutto di Willi LARGE

      Pesto-oil base, sliced tomatoes, mozzarella cheese, topped with arugula, prosciutto, and balsamic glaze drizzle.
      OUT OF STOCK
      $28.99
    • Prosciutto di Willi SMALL

      Pesto-oil base, sliced tomatoes, mozzarella cheese, topped with arugula, prosciutto, and balsamic glaze drizzle.
      OUT OF STOCK
      $17.99
    • Sheet pizza CHEESE (ONE SIZE)

      $34.99
    • Sheet pizza MULTI TOPPING (ONE SIZE, UP TO 4 TOPPINGS)

      $44.99
    • Sheet pizza ONE TOPPING (ONE SIZE)

      $39.99
    • The Barnyard LARGE

      BBq sauce base, Topped with Grilled Chicken, Bacon, Hot honey chipotle drizzle
      $27.99
    • The Barnyard SMALL

      Our barbecue sauce base, our cheese blend, your choice of crispy fried or grilled chicken, crispy bacon, and a hot honey chipotle drizzle.
      $17.99
    • Trio LARGE

      House made pizza sauce base with house blend cheese, lined with vodka sauce, creamy pesto, and house made pizza sauce.
      $28.99
    • Trio SMALL

      House made pizza sauce base with house blend cheese, lined with vodka sauce, creamy pesto, and house made pizza sauce.
      $17.99
    • Veggie pizza LARGE

      Mozzarella cheese, topped with mushrooms, white onion, green peppers, and black olives.
      $24.99
    • Veggie pizza SMALL

      Mozzarella cheese, topped with mushrooms, white onion, green peppers, and black olives.
      $15.99
    • Buffalo Chicken Mac n cheese pizza SMALL

      $21.99
    • Buffalo Chicken Mac n cheese pizza LARGE

      $32.99
    • Dr. Willi LARGE

      $32.99
    • Dr. Willi SMALL

      $21.99

    Wraps and Grinders

    Wraps

    • Buffalo Chicken Wrap

      Buffalo Chicken, Lettuce, Tomato, American
      $13.99
    • Chicken Bacon Ranch

      Fried or Grilled Chicken, Bacon, Ranch , Lettuce, Tomato, onion
      $14.99
    • Chicken Caesar Wrap

      Lettuce, Croutons, Shaved Parmesan cheese, Caesar Dressing
      $13.99
    • Grilled Chicken Wrap

      Lettuce, Tomato, Onion
      $13.99
    • Ham Wrap

      Choice Veggies, and sauce
      $11.99
    • Roast Beef Wrap

      Roast Beef, Choice Toppings
      $11.99
    • Tuna Salad Wrap

      Tuna salad, Choice toppings
      $11.99
    • Turkey Wrap

      Choice Toppings
      $11.99
    • BLT Wrap

      $11.99

    Grinders

    • BLT Grinder

      $9.99+
    • Buffalo Chicken Grinder

      $10.99+
    • Cheeseburg Grinder

      $9.99+
    • Cheeseburger

      $10.99
    • Cheeseburger Platter

      $11.99
    • Chicken cutlet

      $10.99+
    • Chicken Parm Grinder

      $10.99+
    • Cooked Salami Grinder

      $9.99+
    • Eggplant Parm Grinder

      $9.99+
    • Genoa Grinder

      $9.99+
    • Ham Grinder

      $9.99+
    • Hamburger

      $10.99
    • Hamburger Grinder

      $9.99+
    • Italian Grinder

      $10.99+
    • Meatball Grinder

      $10.99+
    • Pastrami Grinder

      $10.99+
    • Roast beef Grinder

      $9.99+
    • Sausage Grinder

      Italian sausage, marinara sauce, and your choice of cheese.
      $10.99
    • Steak and Cheese

      $10.99+
    • Tuna Grinder

      $9.99+
    • Turkey Grinder

      $8.99+
    • Remy grinder, Shredded cabbage, oil, vinegar, salt and pepper, cooked salami

      $9.99+

    Beverages and desserts

    Drinks

    • 16.9 oz Water Bottle

      $1.99
    • Canned Soda Coke

      $1.25
    • Canned Soda Fanta

      $1.25
    • Canned Soda Diet Coke

      $1.25
    • Canned Soda Sprite

      $1.25
    • Coke 16.9 oz

      $2.75
    • Coke Zero 16.9 oz

      $2.75
    • Cherry coke 16.9oz

      $2.75
    • Sprite 16.9 oz

      $2.75
    • Diet coke 16.9oz

      $2.75
    • A&W rootbeer 16.9oz

      $2.75
    • Sunkist 16.9 oz

      $2.75
    • Vitamin water - Tropical Citrus

      $3.50
    • Vitamin Water - Dragonfruit

      $3.50
    • Vitamin Water - Açai Blueberry Pomegranate

      $3.50
    • Diet Coke (2 Liter)

      $3.99
    • Fanta (2 Liter)

      $3.99
    • Sprite (2 Liter)

      $3.99
    • Coke (2 Liter)

      $3.99
    • Strawberry Fanta (2 Liter)

      $3.99
    • Dr. Pepper (2 Liter)

      $3.99

    Desserts

    • Plain Cheesecake

      OUT OF STOCK
      $5.99
    • Cherry Cheesecake

      OUT OF STOCK
      $5.99
    • Carrot Cake

      OUT OF STOCK
      $5.99
    • Triple Chocolate Cake

      $5.99
    • Strawberry Shortcake Cheesecake

      OUT OF STOCK
      $5.99
    • Coconut Cake

      OUT OF STOCK
      $5.99
    • OREO cheesecake

      OUT OF STOCK
      $5.99
    • Chocolate Peanutbutter Explosion Cake

      OUT OF STOCK
      $5.99
    • Baklava

      $5.00
    • Red Velvet Cake

      OUT OF STOCK
      $5.99
    • Cannoli - Chocolate

      $3.75

    Extra Sauce

    Sauces

    • Extra Carolina

      $1.50
    • Extra BBQ

      $1.50
    • Extra Marinara

      $1.50
    • Extra Honey BBQ

      $1.50
    • Extra Ranch

      $1.50
    • Extra Bleu Cheese

      $1.50
    • Extra Ketchup

      $1.50
    • Extra Mayo

      $1.50
    • Extra Mustard

      $1.50
    • Extra Buffalo Sauce

      $1.50
    • Extra Boom-Boom

      $1.50
    • Extra Honey Mustard

      $1.50

    Breakfast

    Breakfast Sandwiches

    All breakfast sandwiches come with two eggs, two slices of cheese, your choice of bread and toppings.
    • Egg Cheese (no meat)

      $6.50
    • Bacon Egg Cheese

      $7.99
    • Steak Egg Cheese

      $10.50
    • Sausage Egg Cheese

      $7.99
    • Pastrami Egg Cheese

      OUT OF STOCK
      $9.50
    • Breakfast Special

      $10.99
    • Bagel

      $4.99
    • Ham egg Cheese

      $7.99

    Hash Browns

    • 1 Hashbrown on the side

      $1.99
    • 2 Hashbrowns on the side

      $2.99

    Calzones

    • BYO Calzone

      $13.99
    • Cheese Calzone

      $13.99
    • Pepperoni Calzone

      $14.99
    • Sausage Calzone

      $14.99
    • Chicken Bacon Ranch Calzone

      $15.99

    All hours
    Sunday10:00 am - 7:00 pm
    Monday10:00 am - 7:00 pm
    Tuesday10:00 am - 7:00 pm
    Wednesday10:00 am - 8:00 pm
    Thursday10:00 am - 8:00 pm
    Friday10:00 am - 8:30 pm
    Saturday10:00 am - 8:30 pm
    Restaurant info

    Come in and enjoy!

    Location

    413 Pleasant Street, Windham, CT 06226

    Directions

    Toast logo

    333 Summer Street
    Boston, MA 02210

    © 2026 Toast, Inc.

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