Welcome to The Winged Bear
At The Winged Bear, we celebrate a lively blend of Italian and American cuisines, offering a diverse menu that caters to every palate. Nestled in Simsbury, Connecticut, our vibrant restaurant welcomes families, groups, and food enthusiasts alike. From gourmet pizzas to hearty pastas and delectable salads, every dish is crafted with passion and quality ingredients. Our spacious patio and heated outdoor seating allow for a delightful al fresco dining experience, where you can relax and enjoy the buzz of the restaurant. With attentive service and a fun atmosphere, The Winged Bear is not just a meal; it's a joyful gathering place.
- 775 Hopmeadow St Simsbury, CT 06070 United States Hotline: (860) 658-2295
Welcome to The Winged Bear!
Nestled in the heart of Simsbury, Connecticut, The Winged Bear offers a tantalizing fusion of flavors encompassing Italian, American, and pizza traditions. This lively restaurant stands out for its delectable menu, vibrant atmosphere, and a commitment to serving both local patrons and visitors a memorable dining experience.
Upon stepping into The Winged Bear, you're greeted by an atmosphere that is both casual and lively. The sound of laughter, clinking glasses, and sports commentary fills the air, making it an ideal spot for families and friends alike. The restaurant's spacious layout includes cozy indoor seating adorned with arcade machines, perfect for a friendly competition while you wait for your meal. For those who prefer outdoor dining, the charming patio area beckons, welcoming guests with their furry friends.
Highlights of the Menu:
- Starters: Indulge in the crispy Jalapeno Poppers or the house-made Clam Chowder, which are perfect for whetting your appetite.
- Salads: The diverse salad offerings, including the vibrant Greek Salad and the hearty Chicken Cobb Salad, ensure there's something for everyone, especially those seeking vegetarian options.
- Entrees: The Bolognese Over Orecchiette and Pulled Pork Mac & Cheese emerge as standout favorites, showcasing the chef's penchant for rich flavors and comforting dishes.
- Pizza & Burgers: As highlighted by guests, the pizza at The Winged Bear is colossal, often surprising diners with its generous portions. Kids, in particular, rave about the burgers, attesting to the kitchen's versatility.
What truly sets The Winged Bear apart is not just their food, but their dedication to a communal dining experience. From their friendly waitstaff to their accommodating service—whether you're opting for takeout or sitting down for a meal—you'll feel welcomed and valued. Coupled with perks like free Wi-Fi and a full bar, it’s a spot that caters to groups large and small, making it a prime location for gatherings, celebrations, and casual weekdays.
So, whether you’re craving a hearty plate of pasta, a slice of pizza, or simply an afternoon of fun and good food, The Winged Bear promises a feast for the senses that is sure to bring you back for more.
For inquiries or to make a reservation, feel free to call (860) 658-2295.
Come join us at The Winged Bear, where great food meets a fun atmosphere. Your taste buds will thank you!

Overall, it's a good family place to eat. Indoors, they have TVs, arcade machines that border half the restaurant (in the bar area), so there's the sports bar feel. There are also long tables -- where I can imagine sports teams can go for pizza after a game. My family enjoys the food. It's good pizza, pasta, and a good burger apparently (so says my 11-yr-old, who tries burgers everywhere and is actually particular about them). We find that the small pizza is actually a big pizza. Outdoors, it's a pleasant patio area, and we were able to have our medium-size dog with us. The service is friendly. No complaints.

Great food and It was delivered with care. Not my first order from this business and I can recommend you give it a try.

I live nearby and often order pizza and wings from them. Have always enjoyed both.

Went in there randomly yesterday and I am glad I did. I got hot wings and a patty melt, and both were delicious! I will definitely be back to try more of the menu