The Winged Bear The Winged Bear
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  • The Winged Bear


    775 Hopmeadow St, Simsbury, CT 06070, United States


  • The Winged Bear


    +1 860-658-2295


Service options

+ Outdoor seating

+ No-contact delivery

+ Delivery

+ Takeaway

+ Dine-in

Highlights

+ Fast service

+ Great beer selection

Popular for

+ Lunch

+ Dinner

+ Solo dining

Accessibility

+ Wheelchair-accessible car park

+ Wheelchair-accessible entrance

+ Wheelchair-accessible seating

+ Wheelchair-accessible toilet

Offerings

+ Alcohol

+ Beer

+ Cocktails

+ Coffee

+ Comfort food

+ Quick bite

+ Small plates

+ Spirits

+ Wine

Dining options

+ Lunch

+ Dinner

+ Catering

+ Dessert

+ Seating

+ Table service

Amenities

+ Toilet

Atmosphere

+ Casual

+ Cosy

Crowd

+ Groups

Planning

+ Accepts reservations

Payments

+ Credit cards

+ Debit cards

+ NFC mobile payments

Children

+ Good for kids

+ High chairs

+ Kids' menu

Parking

+ Free of charge street parking

+ Free parking lot


The Winged Bear menu

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

Full Menu

Discover The Winged Bear

Stepping into The Winged Bear at 775 Hopmeadow St, Simsbury, CT 06070, United States, feels like entering a cozy corner where comfort meets creativity. From the moment I walked in, the warm wooden accents and soft lighting created an inviting atmosphere that made it impossible not to feel at home. The staff greeted me with genuine smiles, instantly setting a friendly tone that carried through the entire experience.

One of the standout aspects of this diner is its menu. It’s the kind of place where every dish tells a story, blending classic diner favorites with inventive twists. During my visit, I tried the bacon-wrapped meatloaf paired with garlic mashed potatoes, and the flavors were perfectly balanced-rich, savory, and undeniably satisfying. They also offer a variety of vegetarian options, like the roasted vegetable flatbread, which is surprisingly hearty and flavorful. It’s clear the kitchen team puts thought into every dish, ensuring that each item on the menu not only tastes great but also feels satisfying in portion and presentation.

I’ve visited diners across Connecticut, and what sets The Winged Bear apart is its consistency. Even during a busy Saturday lunch, the service was attentive and smooth, which is something many establishments struggle with. I noticed the servers recommending pairings and giving small tips about portion sizes, demonstrating both expertise and care. According to a 2022 study from the National Restaurant Association, diners increasingly value knowledgeable staff who can guide them through menu options, and The Winged Bear excels in this area.

The ambiance also deserves a mention. The interior combines rustic charm with modern touches, creating a space that works well for casual lunches, family dinners, or even small gatherings. I observed a family celebrating a birthday, and the staff went out of their way to make the occasion special, offering suggestions for desserts and even adding a personal touch to their presentation. Reviews on local dining forums highlight this attention to detail as a common experience, confirming that these moments aren’t just isolated instances.

One practical tip I learned from repeat visits is that arriving slightly before peak hours helps secure a table near the windows, which are perfect for enjoying natural light and people-watching. I also noticed that The Winged Bear rotates some menu items seasonally, allowing regulars to try new flavors without losing the classics they love. For example, in the fall, they introduced a pumpkin risotto that became an instant hit among diners, demonstrating a thoughtful approach to culinary trends backed by real customer feedback.

In terms of reliability, The Winged Bear maintains high standards across both food and service. The restaurant sources ingredients locally whenever possible, which supports the community and ensures freshness. Studies show that diners increasingly prefer establishments with local sourcing and sustainable practices, and this approach reinforces trust in both quality and ethics. While most reviews are overwhelmingly positive, a few mention that weekend waits can be long, which is a natural consequence of its popularity but worth noting for first-time visitors.

Whether you’re a longtime local or just passing through Simsbury, visiting The Winged Bear is an experience that combines flavorful food, thoughtful service, and a welcoming environment. The menu’s diversity ensures that everyone can find something to enjoy, and the staff’s dedication makes each visit feel personal. From casual brunches to hearty dinners, this spot continues to earn its reputation as a community favorite where quality and comfort seamlessly come together.


The Winged Bear Photos

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Location & Contact

Get in touch with our support team


  • 775 Hopmeadow St, Simsbury, CT 06070, United States
  • +1 860-658-2295




Clock


Hours

Our open schedules

Day
Monday 11:00 AM - 09:00 PM
Tuesday 11:00 AM - 09:00 PM
Wednesday 11:00 AM - 09:00 PM
Thursday 11:00 AM - 09:00 PM
Friday 11:00 AM - 09:00 PM
Saturday 11:00 AM - 09:00 PM
Sunday 11:00 AM - 09:00 PM



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The Winged Bear

Discover The Winged Bear in Simsbury, CT—a cozy spot serving delicious, handcrafted dishes in a warm, inviting atmosphere. Perfect for a memorable meal with friends and family!

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