The Winged Bear Menu

If you're looking for a dining experience that’s both delicious and full of variety, then The Winged Bear Menu at 775 Hopmeadow St, Simsbury, CT, is the place to be. Whether you’re in the mood for something light and fresh or hearty and comforting, there’s something for everyone. The menu features a mix of classic favorites and creative twists, from flavorful appetizers to satisfying main courses that are sure to hit the spot. You’ll find everything from mouthwatering wings to vibrant salads, all made with high-quality ingredients and served in generous portions. The diverse drink options and tempting desserts make for a perfect ending to any meal. Come hungry and ready to indulge in a unique, satisfying experience!

Starters-

Jalapeno Poppers
7 poppers with ranch dipping sauce
US$9.95
Clam Chowder
House made New England style chowder
US$7.00
Crab Cakes
side salad, tartar sauce, lemon wedge
US$14.95
Eggplant Fries LG
served with marinara sauce and topped with parmesan cheese
US$10.00
Eggplant Fries SM
served with marinara sauce and topped with parmesan cheese
US$6.00
French Fries LG
Large French Fry
US$5.50
French Onion Soup
US$8.00
Fried Calamari
calamari, fried cherry peppers, marinara sauce
US$13.95
Seared Ahi App
Seared ahi tuna. Wasabi drizzle
US$11.95
Fried Mozzarella
Our house made mozzarella sticks served with marinara
US$8.99
Jumbo Pretzel
served with honey mustard & cheese sauces
US$13.95
Marinara Meatballs
House made meatballs and marinara with shaved Parmesan cheese
US$11.95
Onion Rings
beer battered onion rings
US$7.00
Potato Skins
3 potato skins filled with cheddar, bacon, scallions, and served with sour cream
US$9.95
Grilled Chicken Quesadilla
our quesadilla is filled with tomato, scallion, pepper jack cheddar, sides of sour cream, jalapenos, and salsa
US$12.95
Sweet Potato Fries
US$6.00
Boneless Wings 6
Choice of sauce, served with bleu cheese dressing and vegtable sticks
US$9.99
Boneless Wings 12
Choice of sauce, served with bleu cheese dressing and vegtable sticks
US$18.95
Wings 6
Choice of sauce, served with bleu cheese dressing and vegtable sticks
US$9.99

Salads-

Buffalo Chicken Salad
romaine, buffalo chicken, bleu cheese, red onion, tomatoes, bleu cheese dressing
US$13.95
Caesar Salad LG
romaine, croutons, parmesan
US$11.95
Caesar Salad SM
romaine, croutons, parmesan
US$6.50
Blackened Salmon Caesar Salad
4oz Blackened salmon filet on top of our Caesar salad
US$19.95
Chicken Cobb Salad
bleu cheese crumbles, sliced house roasted chicken, bacon, avocado, tomato, cucumber, egg, lemon herb vinaigrette
US$16.95
Greek Salad
Kalamata olives, feta, tomatoes, cucumbers, red onion, Greek vinaigrette
US$12.95
House Salad LG
mixed greens, tomatoes, red onion, cucumbers, balsamic vinaigrette
US$9.00
House Salad SM
mixed greens, tomatoes, red onion, cucumbers, balsamic vinaigrette
US$5.00
Orange & Pecan Salad
field greens, dried figs, Brie cheese, orange segments, candied pecans, balsamic vinaigrette
US$12.95
Pecan Goat Cheese Salad
field greens, candied pecans, crumbled goat cheese, grapes, sherry thyme vinaigrette
US$11.95
Wasabi Chopped Salad
romaine, carrot, cucumber, tomato, roasted red peppers, cucumber wasabi dressing
US$11.95

Entrees-

Bolognese Over Orecchiette
house made bolognese, dollop of parsley mascarpone
US$18.95
Shrimp Scampi
garlic, parsley, lemon, red pepper flakes, and white wine sauce over angel hair pasta
US$21.95
Chicken Parmesan
over penne pasta
US$19.95
Chicken Marsala
marsal wine sauce, local mushrooms, served over mashed potatoes
US$20.95
Chicken Piccata
White wine lemon caper sauce, over spinach, oven roasted tomatoes, and artichoke tossed in orzo
US$20.95
Pulled Pork Mac & Cheese
house made pulled pork over cavatappi and cheese
US$17.95
Steak Frites
sirloin steak cooked to order served with truffle fries
US$34.95
Butternut Ravioli
roasted butternut and ricotta cheese filled ravioli with a sage and brown butter sauce
US$16.95
Lasagna
with house made bolognese
US$17.95

Sandwiches WB

Buffalo Chicken Wrap
Breaded buffalo chicken, bleu cheese dressing, lettuce, tomato
US$12.95
Chicken Caesar Wrap
chicken, romaine, parmesan cheese, croutons
US$11.95
Chicken Parmesan
marinara, mozzarella, ciabatta roll
US$13.95
Grilled Chicken Sand
Smoked mozzarella, balsamic onions, sun dried tomato, basil pesto, ciabatta roll
US$12.95
Reuben
Swiss cheese, corned beef, sauerkraut, thousand island dressing, rye
US$14.95
Turkey Club Wrap
Bacon, lettuce, tomato, cranberry mayo, cheese
US$11.95
Chicken Salad Sandwich
US$10.95
Veggie Wrap
Portobello mushrooms, roasted red peppers, balsamic onions, provolone cheese, arugula, tomato
US$12.95

Pizza-

Small Cheese Pizza
US$12.95
Large Cheese Pizza
US$16.95

Specialty Pizzas-

SM Apollos Special
Pepperoni, sausage, hamburger, green peppers, onions, mushrooms
US$17.95
LG Apollos Special
Pepperoni, sausage, hamburger, green peppers, onions, mushrooms
US$22.95
SM Bacon & Cheese
Mozzarella, basil, smoked bacon, parmesan
US$17.95
LG Bacon & Cheese
Mozzarella, basil, smoked bacon, parmesan
US$22.95
SM The Cheeseburger
Hamburger, cheese, lettuce, tomato, onion, drizzled with big mac sauce
US$17.95
LG The Cheeseburger
Hamburger, cheese, lettuce, tomato, onion, drizzled with big mac sauce
US$22.95
SM Bolognese & Ricotta
House made bolognese, mozzarella, topped with ricotta
US$17.95
LG Bolognese & Ricotta
House made bolognese, mozzarella, topped with ricotta
US$22.95
SM Buffalo BBQ Chicken
breaded chicken, fresh mozzarella, red onion, bacon, bleu cheese, buffalo BBQ sauce
US$17.95
LG Buffalo BBQ Chicken
breaded chicken, fresh mozzarella, red onion, bacon, bleu cheese, buffalo BBQ sauce
US$22.95
SM Chicken Bacon Ranch
Diced chicken, garlic, mozzarella, cheddar, bacon, finished with ranch dressing
US$17.95
LG Chicken Bacon Ranch
Diced chicken, garlic, mozzarella, cheddar, bacon, finished with ranch dressing
US$22.95
SM Fig & Capicola
Figs, capicola, mozzarella, arugula, crumbled bleu cheese, balsamic onions
US$17.95
LG Fig & Capicola
Figs, capicola, mozzarella, arugula, crumbled bleu cheese, balsamic onions
US$22.95
SM Four Cheese & Olive
Gorgonzola, fresh mozzarella, parmesan, goat cheese, imported olives, truffle honey drizzle
US$17.95
LG Four Cheese & Olive
Gorgonzola, fresh mozzarella, parmesan, goat cheese, imported olives, truffle honey drizzle
US$22.95
SM Ghost Pepper
US$17.95
LG Ghost Pepper
US$22.95
SM Grilled Chicken Pesto
Grilled chicken, fresh mozzarella, vine ripened tomatoes, pesto, fresh basil
US$17.95
LG Grilled Chicken Pesto
Grilled chicken, fresh mozzarella, vine ripened tomatoes, pesto, fresh basil
US$22.95
SM Hawaiian
Ham, bacon, pineapple, mozzarella
US$17.95
LG Hawaiian
Ham, bacon, pineapple, mozzarella
US$22.95
SM Italian Sausage
Sweet Italian sausage, balsamic onions, roasted red peppers, mozzarella, fresh basil
US$17.95
LG Italian Sausage
Sweet Italian sausage, balsamic onions, roasted red peppers, mozzarella, fresh basil
US$22.95
SM Mango Jalapeno & BBQ Chicken
BBQ sauce, diced mango, jalapenos, grilled chicken, cheddar, mozzarella, honey drizzle, lime juice
US$17.95
LG Mango Jalapeno & BBQ Chicken
BBQ sauce, diced mango, jalapenos, grilled chicken, cheddar, mozzarella, honey drizzle, lime juice
US$22.95
SM Margarita
Sliced roma tomato, basil, roasted garlic, mozzarella
US$17.95
LG Margarita
Sliced roma tomato, basil, roasted garlic, mozzarella
US$22.95
SM Meat Lovers
Meatballs, sausage, hand cut pepperoni, prosciutto, mozzarella
US$17.95
LG Meat Lovers
Meatballs, sausage, hand cut pepperoni, prosciutto, mozzarella
US$22.95
SM Sausage Arugula & Asiago
Goat cheese, roasted red peppers, sweet Italian sausage finished with arugula, balsamic glaze, EVOO, & asiago
US$17.95
LG Sausage Arugula & Asiago
Goat cheese, roasted red peppers, sweet Italian sausage finished with arugula, balsamic glaze, EVOO, & asiago
US$22.95
SM Spicy Prosciutto
Prosciutto, roasted red peppers, parmesan, mozzarella, spicy marinara
US$17.95
LG Spicy Prosciutto
Prosciutto, roasted red peppers, parmesan, mozzarella, spicy marinara
US$22.95
SM Spinach Bacon & Ricotta
US$17.95
LG Spinach Bacon & Ricotta
US$22.95
SM The Jeff Olsen
Capicola, sliced hot cherry peppers, gorgonzola, goat cheese, mozzarella and romano cheese, kalamata olives
US$17.95
LG The Jeff Olsen
Capicola, sliced hot cherry peppers, gorgonzola, goat cheese, mozzarella and romano cheese, kalamata olives
US$22.95
SM The Sophia
Feta, spinach, diced vine ripe tomatoes, red onion, Greek country olives, mozzarella
US$17.95
LG The Sophia
Feta, spinach, diced vine ripe tomatoes, red onion, Greek country olives, mozzarella
US$22.95
SM Vegetarian
mushrooms, black olives, roasted red peppers, green peppers, white onion, mozzarella, fresh basil
US$17.95
LG Vegetarian
mushrooms, black olives, roasted red peppers, green peppers, white onion, mozzarella, fresh basil
US$22.95
SM Wild Mushroom
Portobello & crimini mushrooms, caramelized onions, goat cheese, fresh mozzarella, rosemary, balsamic reduction
US$17.95
LG Wild Mushroom
Portobello & crimini mushrooms, caramelized onions, goat cheese, fresh mozzarella, rosemary, balsamic reduction
US$22.95

Neapolitan Style Pizza-

SM The Meatball
fresh mozzarella, fresh ricotta, meatballs, basil, garlic, EVOO
US$17.95
LG The Meatball
fresh mozzarella, fresh ricotta, meatballs, basil, garlic, EVOO
US$22.95
SM Ricotta
Tomato sauce, fresh mozzarella, fresh ricotta, parmesan, basil, extra virgin olive oil
US$17.95
LG Ricotta
Tomato sauce, fresh mozzarella, fresh ricotta, parmesan, basil, extra virgin olive oil
US$22.95
SM The Neapolitan
Fresh mozzarella, basil, EVOO, lightly charred crust
US$17.95
LG The Neapolitan
Fresh mozzarella, basil, EVOO, lightly charred crust
US$22.95

Paninis-

Chicken Chipotle & Bacon
Grilled chicken, bacon, provolone, tomato, chipotle aioli
US$14.95
French Dip
Roast beef, horseradish mayo, provolone, house made au jus
US$13.95
Italian Panini
Pepperoni, salami, capicola, prosciutto, pesto, roasted red peppers, fresh mozzarella
US$14.95
Caprese Panini
fresh mozzarella, tomatoes, basil, EVOO, balsamic glaze
US$13.95
Smoked Cubano
Ham, swiss, pickle, house made smoked pulled pork, yellow mustard
US$14.95
Turkey
Roasted turkey breast, cheddar, arugula, apricot marmalade
US$13.95

Gourmet Burgers-

Avocado Burger
Bacon, avocado, provolone, lettuce, tomato, onion
US$17.95
Impossible Burger (VEGAN)
6oz vegan patty (no Meat), lettuce, tomato, onion
US$12.95
Bacon & Bleu Burger
Bleu cheese, bacon, lettuce, tomato, onion
US$16.95
Cheddar & Onion Burger
Vermont cheddar, grilled onions, lettuce, tomato
US$16.95
Classic Burger
Our classic gourmet burger, served on a brioche bun with lettuce, tomato, and onion
US$14.95
Mushroom Burger
Portobello mushrooms, balsamic onions, Swiss, lettuce, tomato
US$16.95
Patty Melt Burger
Thousand Island dressing, Swiss cheese, sauerkraut, on rye
US$16.95

Kids Menu-

Pasta Butter
US$7.95
K Burger W Fries
US$7.95
K Cheese Ravioli
US$7.95
K Chicken Tenders W Fries
US$7.95
K Grilled Cheese
US$7.95
K Mac & Cheese
US$7.95
K Pasta & Marinara
US$7.95

Beverages-

2 Liter Soda
US$3.50
20oz Soda
US$2.25
Bubbly Sparkling Water
US$2.00
Gatorade
US$3.00

Giant Grinders-

Capicola 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Capicola Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Chicken Parmesan 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
US$11.50
Chicken Parmesan Whole
Comes prepared hot with marinara, provolone, roasted green peppers
US$19.00
Eggplant Parmesan 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
US$11.50
Eggplant Parmesan Whole
Comes prepared hot with marinara, provolone, roasted green peppers
US$19.00
Genoa Salami 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Genoa Salami Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Ham 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Ham Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Italian Job 1/2
Genoa salami, pepperoni, capicola, ham, comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Italian Job Whole
Genoa salami, pepperoni, capicola, ham, comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Meatball 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
US$11.50
Meatball Whole
Comes prepared hot with marinara, provolone, roasted green peppers
US$19.00
Pepperoni 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Pepperoni Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Roast Beef 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Roast Beef Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Sausage 1/2
Comes prepared hot with marinara, provolone, roasted green peppers
US$11.50
Sausage Whole
Comes prepared hot with marinara, provolone, roasted green peppers
US$19.00
Tuna 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Tuna Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50
Turkey 1/2
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$9.00
Turkey Whole
Comes prepared cold with provolone, roasted green peppers, tomatoes and lettuce
US$16.50

Dessert

Dessert Pizza
Nutella base with a raspberry puree
US$13.95
Cheesecake
US$8.95
Choc Lava Cake
Gluten free chocolate lava cake
US$8.95
Carrot Cake
US$8.95

Catering Starters-

Full Tray Crab Cakes
US$95.00
Full Tray Fried Calamari
US$75.00
Full Tray Boneless Wings
US$85.00
Full Tray Chicken Tenders
US$70.00
Full Tray Eggplant Fries
US$60.00
Full Tray Mozzarella Sticks
US$65.00
Full Tray Onion Rings
US$45.00
Full Tray Sweet Potato Fries
US$45.00
Full Tray French Fries
US$35.00
Half Tray Crab Cakes
US$50.00
Half Tray Fried Calamari
US$40.00
Half Tray Boneless Wings
US$45.00
Half Tray Marinara Meatball
US$45.00
Catering Wings
US$1.50
Catering Shrimp
US$3.00
Half Tray Chicken Tenders
US$40.00
Half Tray Eggplant Fries
US$30.00
Half Tray Mozzarella Sticks
US$35.00
Half Tray Onion Rings
US$25.00
Half Tray Sweet Potato Fries
US$25.00
Half Tray French Fries
US$20.00

Catering Sandwich Platters-

Catering Ham Wrap Platter
US$9.00
Catering Roast Beef Wrap Platter
US$9.00
Catering Veggie Wrap Platter
US$9.00
Catering Turkey Wrap Platter
US$9.00

Catering Salads-

Full Tray Casear Salad
US$65.00
Full Tray Chicken Cobb
US$95.00
Full Tray Greek Salad
US$70.00
Full Tray House Salad
US$60.00
Full Tray Orange & Pecan
US$70.00
Full Tray Pecan Goat Cheese
US$70.00
Full Tray Wasabi Chopped
US$60.00
Half Tray Casear Salad
US$35.00
Half Tray Chicken Cobb
US$65.00
Half Tray Greek Salad
US$40.00
Half Tray House Salad
US$30.00
Half Tray Orange & Pecan
US$50.00
Half Tray Pecan Goat Cheese
US$50.00
Half Tray Wasabi Chopped
US$40.00

Catering Mains-

Full Tray Cheese Ravioli
US$85.00
Full Tray Orecchiette W/ Butternut Squash
US$85.00
Full Tray Eggplant Parmesan
US$75.00
Full Tray Pasta Marinara
US$75.00
Full Tray Mac & Cheese
US$85.00
Full Tray Baked Ziti
US$80.00
Full Tray Penne Ala Vodka
US$75.00
Full Tray Sausage & Peppers
US$95.00
Full Tray Pasta Bolognese
US$90.00
Full Tray Shrimp Scampi
US$125.00
Full Tray Chicken Parmesan
US$95.00
Full Tray Lasagna
US$95.00
Full Tray Chicken Marsala
US$95.00
Full Tray Chicken Picatta
US$95.00
Half Tray Cheese Ravioli
US$50.00
Half Tray Orecchiette W/ Butternut Squash
US$50.00
Half Tray Eggplant Parmesan
US$45.00
Half Tray Pasta Marinara
US$40.00
Half Tray Baked Ziti
US$50.00
Half Tray Penne Ala Vodka
US$45.00
Half Tray Sausage & Peppers
US$60.00
Half Tray Pasta Bolognese
US$55.00
Half Tray Shrimp Scampi
US$85.00
Half Tray Chicken Parmesan
US$60.00
Half Tray Lasagna
US$60.00
Half Tray Chicken Marsala
US$60.00
Half Tray Chicken Picatta
US$60.00

Catering Desserts-

Full Tray Carrot Cake
US$80.00
Full Tray Lemon Cake
US$80.00
Half Tray Carrot Cake
US$50.00
Half Tray Lemon Cake
US$50.00
Catering Dessert Platter
US$1.25

Bear Swag!

Winged Bear Sticker
Show off your pizza pride with a Winged Bear Sticker perfect for your laptop, phone or Ipad!
US$1.00
Ready to order? Kerbside pickup, delivery and dine-in are all available. 📞 +1 860-658-2295