The Winged Bear Menu (Update 2025)
Welcome to The Winged Bear, where Italian-American cuisine meets a vibrant atmosphere in Simsbury, CT. This restaurant is renowned for its hearty pizza, boasting an impressive menu that caters to all tastes.
The variety starts with enticing starters like crispy jalapeno poppers and tender crab cakes. Their signature dishes include Chicken Parmesan and a delightful Shrimp Scampi on angel hair pasta. If you’re in the mood for something warm and comforting, the house-made Lasagna and Pulled Pork Mac & Cheese will exceed your expectations.
Vegetarians will savor the many options, such as Butternut Ravioli and Eggplant Fries. Family-friendly and casual, The Winged Bear also offers outdoor seating for a relaxed dining experience. With friendly service and a lively atmosphere, this place is perfect for groups or a family dinner!
Starters-
Jalapeno Poppers
7 poppers with ranch dipping sauce
Clam Chowder
House made New England style chowder
Crab Cakes
side salad, tartar sauce, lemon wedge
Eggplant Fries LG
served with marinara sauce and topped with parmesan cheese
Eggplant Fries SM
served with marinara sauce and topped with parmesan cheese
French Fries LG
Large French Fry
French Onion Soup
Fried Calamari
calamari, fried cherry peppers, marinara sauce
Seared Ahi app
Seared ahi tuna. Wasabi drizzle
Fried Mozzarella
Our house made mozzarella sticks served with marinara
Jumbo Pretzel
served with honey mustard & cheese sauces
Marinara Meatballs
House made meatballs and marinara with shaved Parmesan cheese
Onion Rings
beer battered onion rings
Potato Skins
3 potato skins filled with cheddar, bacon, scallions, and served with sour cream
Grilled Chicken Quesadilla
our quesadilla is filled with tomato, scallion, pepper jack cheddar, sides of sour cream, jalapenos, and salsa
Sweet Potato Fries
Boneless Wings 6
Choice of sauce, served with bleu cheese dressing and vegtable sticks
Boneless Wings 12
Choice of sauce, served with bleu cheese dressing and vegtable sticks
Wings 6
Choice of sauce, served with bleu cheese dressing and vegtable sticks
Buffalo Chicken Salad
romaine, buffalo chicken, bleu cheese, red onion, tomatoes, bleu cheese dressing
Caesar Salad LG
romaine, croutons, parmesan
Caesar Salad SM
romaine, croutons, parmesan
Blackened Salmon Caesar Salad
4oz Blackened salmon filet on top of our Caesar salad
Chicken Cobb Salad
bleu cheese crumbles, sliced house roasted chicken, bacon, avocado, tomato, cucumber, egg, lemon herb vinaigrette
Greek Salad
Kalamata olives, feta, tomatoes, cucumbers, red onion, Greek vinaigrette
House Salad LG
mixed greens, tomatoes, red onion, cucumbers, balsamic vinaigrette
House Salad SM
mixed greens, tomatoes, red onion, cucumbers, balsamic vinaigrette
Orange & Pecan Salad
field greens, dried figs, Brie cheese, orange segments, candied pecans, balsamic vinaigrette
Pecan Goat Cheese Salad
field greens, candied pecans, crumbled goat cheese, grapes, sherry thyme vinaigrette
Wasabi Chopped Salad
romaine, carrot, cucumber, tomato, roasted red peppers, cucumber wasabi dressing
Salads-
Entrees-
Bolognese Over Orecchiette
house made bolognese, dollop of parsley mascarpone
Shrimp Scampi
garlic, parsley, lemon, red pepper flakes, and white wine sauce over angel hair pasta
Chicken Parmesan
over penne pasta
Chicken Marsala
marsal wine sauce, local mushrooms, served over mashed potatoes
Chicken Piccata
White wine lemon caper sauce, over spinach, oven roasted tomatoes, and artichoke tossed in orzo
Pulled Pork Mac & Cheese
house made pulled pork over cavatappi and cheese
Steak Frites
sirloin steak cooked to order served with truffle fries
Butternut Ravioli
roasted butternut and ricotta cheese filled ravioli with a sage and brown butter sauce
Lasagna
with house made bolognese
Buffalo Chicken Wrap
Breaded buffalo chicken, bleu cheese dressing, lettuce, tomato
Chicken Caesar Wrap
chicken, romaine, parmesan cheese, croutons
Grilled Chicken Sand
Smoked mozzarella, balsamic onions, sun dried tomato, basil pesto, ciabatta roll
Reuben
Swiss cheese, corned beef, sauerkraut, thousand island dressing, rye
Turkey Club Wrap
Bacon, lettuce, tomato, cranberry mayo, cheese
Chicken Salad Sandwich
Veggie Wrap
Portobello mushrooms, roasted red peppers, balsamic onions, provolone cheese, arugula, tomato
Sandwiches WB
Pizza-
Small Cheese Pizza
Large Cheese Pizza
SM Apollos Special
Pepperoni, sausage, hamburger, green peppers, onions, mushrooms
LG Apollos Special
Pepperoni, sausage, hamburger, green peppers, onions, mushrooms
SM Bacon & Cheese
Mozzarella, basil, smoked bacon, parmesan
LG Bacon & Cheese
Mozzarella, basil, smoked bacon, parmesan
SM The Cheeseburger
Hamburger, cheese, lettuce, tomato, onion, drizzled with big mac sauce
LG The Cheeseburger
Hamburger, cheese, lettuce, tomato, onion, drizzled with big mac sauce
SM Bolognese & Ricotta
House made bolognese, mozzarella, topped with ricotta
LG Bolognese & Ricotta
House made bolognese, mozzarella, topped with ricotta
SM Buffalo BBQ Chicken
breaded chicken, fresh mozzarella, red onion, bacon, bleu cheese, buffalo BBQ sauce
LG Buffalo BBQ Chicken
breaded chicken, fresh mozzarella, red onion, bacon, bleu cheese, buffalo BBQ sauce
SM Chicken Bacon Ranch
Diced chicken, garlic, mozzarella, cheddar, bacon, finished with ranch dressing
LG Chicken Bacon Ranch
Diced chicken, garlic, mozzarella, cheddar, bacon, finished with ranch dressing
SM Fig & Capicola
Figs, capicola, mozzarella, arugula, crumbled bleu cheese, balsamic onions
LG Fig & Capicola
Figs, capicola, mozzarella, arugula, crumbled bleu cheese, balsamic onions
SM Four Cheese & Olive
Gorgonzola, fresh mozzarella, parmesan, goat cheese, imported olives, truffle honey drizzle
LG Four Cheese & Olive
Gorgonzola, fresh mozzarella, parmesan, goat cheese, imported olives, truffle honey drizzle
SM Ghost Pepper
LG Ghost Pepper
SM Grilled Chicken Pesto
Grilled chicken, fresh mozzarella, vine ripened tomatoes, pesto, fresh basil
LG Grilled Chicken Pesto
Grilled chicken, fresh mozzarella, vine ripened tomatoes, pesto, fresh basil
SM Hawaiian
Ham, bacon, pineapple, mozzarella
LG Hawaiian
Ham, bacon, pineapple, mozzarella
SM Italian Sausage
Sweet Italian sausage, balsamic onions, roasted red peppers, mozzarella, fresh basil
LG Italian Sausage
Sweet Italian sausage, balsamic onions, roasted red peppers, mozzarella, fresh basil
SM Mango Jalapeno & BBQ Chicken
BBQ sauce, diced mango, jalapenos, grilled chicken, cheddar, mozzarella, honey drizzle, lime juice
LG Mango Jalapeno & BBQ Chicken
BBQ sauce, diced mango, jalapenos, grilled chicken, cheddar, mozzarella, honey drizzle, lime juice
SM Margarita
Sliced roma tomato, basil, roasted garlic, mozzarella
LG Margarita
Sliced roma tomato, basil, roasted garlic, mozzarella
SM Meat Lovers
Meatballs, sausage, hand cut pepperoni, prosciutto, mozzarella
LG Meat Lovers
Meatballs, sausage, hand cut pepperoni, prosciutto, mozzarella
SM Sausage Arugula & Asiago
Goat cheese, roasted red peppers, sweet Italian sausage finished with arugula, balsamic glaze, EVOO, & asiago
LG Sausage Arugula & Asiago
Goat cheese, roasted red peppers, sweet Italian sausage finished with arugula, balsamic glaze, EVOO, & asiago
SM Spicy Prosciutto
Prosciutto, roasted red peppers, parmesan, mozzarella, spicy marinara
LG Spicy Prosciutto
Prosciutto, roasted red peppers, parmesan, mozzarella, spicy marinara
SM Spinach Bacon & Ricotta
LG Spinach Bacon & Ricotta
SM The Jeff Olsen
Capicola, sliced hot cherry peppers, gorgonzola, goat cheese, mozzarella and romano cheese, kalamata olives
LG The Jeff Olsen
Capicola, sliced hot cherry peppers, gorgonzola, goat cheese, mozzarella and romano cheese, kalamata olives
SM The Sophia
Feta, spinach, diced vine ripe tomatoes, red onion, Greek country olives, mozzarella
LG The Sophia
Feta, spinach, diced vine ripe tomatoes, red onion, Greek country olives, mozzarella
SM Vegetarian
mushrooms, black olives, roasted red peppers, green peppers, white onion, mozzarella, fresh basil
LG Vegetarian
mushrooms, black olives, roasted red peppers, green peppers, white onion, mozzarella, fresh basil
SM Wild Mushroom
Portobello & crimini mushrooms, caramelized onions, goat cheese, fresh mozzarella, rosemary, balsamic reduction
LG Wild Mushroom
Portobello & crimini mushrooms, caramelized onions, goat cheese, fresh mozzarella, rosemary, balsamic reduction
Specialty Pizzas-
Neapolitan Style Pizza-
SM The Meatball
fresh mozzarella, fresh ricotta, meatballs, basil, garlic, EVOO
LG The Meatball
fresh mozzarella, fresh ricotta, meatballs, basil, garlic, EVOO
SM Ricotta
Tomato sauce, fresh mozzarella, fresh ricotta, parmesan, basil, extra virgin olive oil
LG Ricotta
Tomato sauce, fresh mozzarella, fresh ricotta, parmesan, basil, extra virgin olive oil
SM The Neapolitan
Fresh mozzarella, basil, EVOO, lightly charred crust
LG The Neapolitan
Fresh mozzarella, basil, EVOO, lightly charred crust
Chicken Chipotle & Bacon
Grilled chicken, bacon, provolone, tomato, chipotle aioli
French Dip
Roast beef, horseradish mayo, provolone, house made au jus
Italian panini
Pepperoni, salami, capicola, prosciutto, pesto, roasted red peppers, fresh mozzarella
Caprese Panini
fresh mozzarella, tomatoes, basil, EVOO, balsamic glaze
Smoked Cubano
Ham, swiss, pickle, house made smoked pulled pork, yellow mustard
Turkey
Roasted turkey breast, cheddar, arugula, apricot marmalade
Paninis-
Gourmet Burgers-
Avocado Burger
Bacon, avocado, provolone, lettuce, tomato, onion
Impossible Burger (VEGAN)
6oz vegan patty (no Meat), lettuce, tomato, onion
Bacon & Bleu Burger
Bleu cheese, bacon, lettuce, tomato, onion
Cheddar & Onion Burger
Vermont cheddar, grilled onions, lettuce, tomato
Classic Burger
Our classic gourmet burger, served on a brioche bun with lettuce, tomato, and onion
Mushroom Burger
Portobello mushrooms, balsamic onions, Swiss, lettuce, tomato
Patty Melt Burger
Thousand Island dressing, Swiss cheese, sauerkraut, on rye
Pasta Butter
K Burger w Fries
K Cheese Ravioli
K Chicken Tenders w Fries
K Grilled Cheese
K Mac & Cheese
K Pasta & Marinara
Kids Menu-
Beverages-
2 Liter Soda
20oz Soda
Bubbly Sparkling Water
Gatorade
Capicola 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Capicola Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Chicken Parmesan 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
Chicken Parmesan Whole
Comes prepared hot with marinara, provolone, roasted green peppers
Eggplant Parmesan 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
Eggplant Parmesan Whole
Comes prepared hot with marinara, provolone, roasted green peppers
Genoa Salami 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Genoa Salami Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Ham 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Ham Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Italian Job 1/2
Genoa salami, pepperoni, capicola, ham, comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Italian Job Whole
Genoa salami, pepperoni, capicola, ham, comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Meatball 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
Meatball Whole
Comes prepared hot with marinara, provolone, roasted green peppers
Pepperoni 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Pepperoni Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Roast Beef 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Roast Beef Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Sausage 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
Sausage Whole
Comes prepared hot with marinara, provolone, roasted green peppers
Tuna 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Tuna Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Turkey 1/2
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Turkey Whole
Comes prepared hot with provolone, roasted green peppers, tomatoes and lettuce
Giant Grinders-
Dessert
Dessert Pizza
Nutella base with a raspberry puree
Cheesecake
Choc Lava Cake
Gluten free chocolate lava cake
Carrot Cake
Full Tray Crab Cakes
Full Tray Fried Calamari
Full Tray Boneless Wings
Full Tray Marinara Meatball
Full Tray Chicken Tenders
Full Tray Eggplant Fries
Full Tray Mozzarella Sticks
Full Tray Onion Rings
Full Tray Sweet Potato Fries
Full Tray French Fries
Half Tray Crab Cakes
Half Tray Fried Calamari
Half Tray Boneless Wings
Half Tray Marinara Meatball
Catering Wings
Catering Shrimp
Half Tray Chicken Tenders
Half Tray Eggplant Fries
Half Tray Mozzarella Sticks
Half Tray Onion Rings
Half Tray Sweet Potato Fries
Half Tray French Fries
Catering Starters-
Catering Sandwich Platters-
Catering Ham Wrap Platter
Catering Roast Beef Wrap Platter
Catering Veggie Wrap Platter
Catering Turkey Wrap Platter
Full Tray Casear Salad
Full Tray Chicken Cobb
Full Tray Greek Salad
Full Tray House Salad
Full Tray Orange & Pecan
Full Tray Pecan Goat Cheese
Full Tray Wasabi Chopped
Half Tray Casear Salad
Half Tray Chicken Cobb
Half Tray Greek Salad
Half Tray House Salad
Half Tray Orange & Pecan
Half Tray Pecan Goat Cheese
Half Tray Wasabi Chopped
Catering Salads-
Catering Mains-
Full Tray Cheese Ravioli
Full Tray Orecchiette w/ Butternut Squash
Full Tray Eggplant Parmesan
Full Tray Pasta Marinara
Full Tray Mac & Cheese
Full Tray Baked Ziti
Full Tray Penne ala Vodka
Full Tray Sausage & Peppers
Full Tray Pasta Bolognese
Full Tray Shrimp Scampi
Full Tray Chicken Parmesan
Full Tray Lasagna
Full Tray Chicken Marsala
Full Tray Chicken Picatta
Half Tray Cheese Ravioli
Half Tray Orecchiette w/ Butternut Squash
Half Tray Eggplant Parmesan
Half Tray Pasta Marinara
Half Tray Baked Ziti
Half Tray Penne ala Vodka
Half Tray Sausage & Peppers
Half Tray Pasta Bolognese
Half Tray Shrimp Scampi
Half Tray Chicken Parmesan
Half Tray Lasagna
Half Tray Chicken Marsala
Half Tray Chicken Picatta
Full Tray Carrot Cake
Full Tray Lemon Cake
Half Tray Carrot Cake
Half Tray Lemon Cake
Catering Dessert Platter
Catering Desserts-
Bear Swag
Winged Bear Sticker
Show off your pizza pride with a Winged Bear Sticker perfect for your laptop, phone or Ipad!