There are 61 dog-friendly restaurants within 20 miles of Winchester that welcome dogs at their outdoor tables. Need help to decide where to eat? Here’s a detailed description of each restaurant, along with pictures and reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Winchester. Bone appetit!
Barrington Brewery
Relax and refuel on the pet-friendly beer garden at the expansive Barrington Brewery. Locals and tourists alike enjoy ordering a round of beers brewed on the premises and soaking it up with burgers, wings and other freshly made bites. Leashed dogs are welcome to join their owners outside during spring, summer and fall when the outdoor space is open. Pups are not allowed inside.
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Litchfield Saltwater Grille
Litchfield Saltwater Grille is a dog-friendly restaurant in Litchfield. They welcome pets at outdoor tables whenever the weather is nice.
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Rita's Italian Ice
Rita's Italian Ice on Queen Street has pet-friendly outdoor tables and a walk-up window, so you are welcome to bring your dog along. Rita's Italian Ice has dozens of flavors of Italian ices, cream ices, soft serve custard and more. You can choose from flavors like Swedish Fish, Pumpkin Pie, and Green Apple. Get your ice or cream turned into Mistos Shakes, Milkshakes, or Frozen Drinks. Try a Gelati, which is custard on top of an Italian ice, or the Blendini, which blends custard with your choice of toppings.
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Fuel Coffee Shop
Fuel Coffee Shop is a dog-friendly restaurant in Great Barrington. They welcome pets at outdoor tables whenever the weather is nice.
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Flatbread Company
Flatbread Company is a dog-friendly restaurant in Canton. They welcome pets at outdoor tables whenever the weather is nice.
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West Shore Seafood
Sample the raw bar, Baja style tacos, fired platters, and entrees such as grilled shrimp and baked sea scallops. Outdoor tables welcome dogs.
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Aegean Breeze
Authentic Greek cuisine served in an inviting Mediterranean atmosphere. Menu features falafel, mussels Santorini, stuffed grape leaves, moussaka, and lamb kebobs. Outdoor seating is dog friendly.
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Market Place Tavern
Market Place Tavern, located in Litchfield, CT, is a casual eatery that serves up a variety of delicious fare. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal!
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Love Heart's Bakery
Love Heart's Bakery, located in Litchfield, CT, is a quaint bakery, coffee shop, and cafe that offers a variety of delicious, fresh foods and sweet treats to please anyone's dietary needs. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your day. Love Heart's Bakery is open Monday through Friday from 6am to 3pm, Saturday from 7am to 3pm, and Sunday from 8am to 3pm.
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Epicure Pizza
Epicure Pizza is a dog-friendly restaurant in Thomaston, CT, where Fido can join you at an outdoor table. The menu includes options likes salads, burgers, wraps, pasta dishes, grinders, and pizza with a variety of toppings to choose from.
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Sonic Drive-In
This fast food restaurant in Bristol, CT, offers carhop service and a handful of pet-friendly tables outside. At Sonic Drive-In you can order burgers, hot dogs, and chicken sandwiches, plus fries, tater tots, and mozzarella sticks. Sonic is known for their vast selection of drinks, like frozen lemonade, strawberry limeade, and a grape slush with rainbow candy. There's also a selection of milkshakes, Sonic Blasts, waffle cone sundaes, and ice cream slushes.
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George's Pizza & Restaurant
George's Pizza & Restaurant is a dog-friendly Italian eatery serving locals and visitors to Unionville, CT. Fido may accompany you for lunch or dinner beside a table on the cozy enclosed patio. George's offer a large menu featuring classic Italian favorites such as Chicken Parmigiana, Fettuccini Alfredo, Linguini & Clams, and Lasagne. Choices also include speciality pizza, seafood, fresh salads, and gluten-free or vegan dishes.
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Agaves Mexican Grill
Agaves Mexican Grill is a dog-friendly restaurant in Great Barrington, MA, with a shaded outside patio for Fido. The menu features flavorful gourmet Mexican dishes and cocktails for breakfast, lunch and dinner.
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The Roasted Bean
The Roasted Bean is a pet-friendly coffeehouse in Bristol, CT. Enjoy a hot or cold drink and light breakfast with Fido at a table on the covered patio or grass lawn. Menu items include coffee, tea, smoothies, Blushers, pastries, oatmeal and bagels. For Fido, pup cups are available by request.
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Four Brothers Pizza Inn
Dogs are welcome at four outdoor tables at this pizzeria. Four Brothers Pizza Inn serves Greek and Italian cuisine. Menu items include calamari, stuffed grape leaves, onion rings, French onion soup, Greek salads, spaghetti, chicken parmesan, burgers, fried chicken, and pizzas topped with an assortment of toppings from pepperoni to broccoli. Four Brothers Pizza Inn is open for lunch and dinner daily from 11am until 9pm.
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Cafe Adam
Cafe Adam offers fresh European food and an extensive wine list. Spend an evening with your pup and a glass of wine at the outdoor tables during the summer.
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Pizzeria Marzano
Pizzeria Marzano is a dog-friendly restaurant in Torrington. They welcome pets at outdoor tables whenever the weather is nice.
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Tony's Coffee Express
Tony's Coffee Express is a dog-friendly restaurant in Thomaston. They welcome pets at outdoor tables whenever the weather is nice.
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