There’s 1 dog-friendly restaurant in Chester that welcomes dogs at their outdoor tables, and 35 more nearby. 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 Chester. Bone appetit!
Carm’s Restaurant and Coffee Shop
Carm's Restaurant and Coffee Shop is a dog-friendly breakfast and lunch restaurant where your leashed dog is welcome to join you at a table on the outdoor patio. Serving everything from classics like corned beef hash to cinnamon rolls and flatbread pizzas, you are sure to find your new favorite here!
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Starving Artist Cafe and Creperie
Dogs are welcome at two outdoor tables at this cute cafe. Starving Artist Cafe serves sweet and savory crepes, panini sandwiches, soups, salads and baked goods, organic fair-trade pour-over and drip coffee, organic teas, and other gourmet foods using quality local and organic ingredients. Starving Artist Cafe is open Monday, Wednesday, Thursday 7:30am - 3:30pm, Friday - Saturday 7:30am - 5pm, Sunday 7:30am - 2pm.
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Two Rivers Burrito Co.
Dogs are welcome at six outdoor tables at this fast food-style burrito joint. Dogs are not allowed inside where customers must place their orders and pay; plan accordingly. Two Rivers Burrito Co. serves burritos, tacos, salads, and quesadillas. Chips, salsa, guacamole, rice, beans, beer, margaritas, and wine are also available for purchase. Two Rivers Burrito Co. is open Monday - Saturday 11am - 8pm.
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Ben & Jerry's
Ben and Jerry's is a dog-friendly frozen sweet shop serving, 'fresh and extraordinary dairy,' to Pittsfield locals and tourists alike. Dog owners can head to one of Ben and Jerry's four outdoor tables to indulge in the sunshine alongside their furry friend. The shop's menu includes flavors such as Bourbon Brown Butter, Cherry Garcia, Empower Mint, Phish Food, Totally Baked, and The Tonight Dough. Its menu also includes an array of cones, sundaes, smoothies, and shakes. Please note that table service isn't available, so your dog will need to be tied up outside while you go in to order.
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Summer House
Summer Houseoffers great hotdogs and burgers in and nice outside seating area, where you can order from a window and eat with your pup.
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Gran-Val Scoop
Gran-Val Scoop is a pet-friendly establishment in Granville, MA, where dogs can tag along at one of their two outdoor tables. This restaurant doesn't have a full dog menu, but they do offer ice cream made specifically for your furry friend. Choose from 32 different flavors of ice cream available in a cup, cone, sundae, or milkshake. Please note that Gran-Val Scoop is open from mid-April until October.
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Avocado Cafe Lee
Avocado Cafe Lee is a pet-friendly restaurant in Massachusetts. Fido is welcome to join you at an outdoor table while you try their local, fresh take on Mexican dishes. Sides include pico de gallo, guacamole and french fries.
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Local Burgy
Local Burgy is a dog-friendly barbecue food truck in Haydenville, MA. Your leashed dog is welcome to join you at an outdoor four-top table with umbrellas. Try their macaroni and cheese pulled pork, beer battered onion rings, lobster rolls, and their St. Louis Ribs.
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Vong's Thai Cuisine
Vong's Thai Cuisine is a pet-friendly restaurant located in Pittsfield, MA. Fido can join you at one of the tables out front for lunch or dinner. Their classic Thai menu features spring rolls, pho, curry, noodles, fried rice, and a variety of chicken, steak and seafood options. They also offer an array of vegetarian specialties. Please note they do not have table service outdoors but you may take your food to-go and enjoy the patio with your pup!
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Dotties Coffee Lounge
Dottie's Coffee Lounge, located in Pittsfield, MA, is a trendy cafe and coffee shop that serves up an assortment of eats. Fido is welcome to join you at one of their three pet-friendly outdoor tables while you enjoy your meal. Choose from menu options including breakfast sandwiches, oatmeal, bagels, soups, salads, sandwiches, and more.
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Hearty Eats
Dogs are welcome at two outdoor tables at this casual farm-to-table restaurant with counter service. Hearty Eats serves American fare that is vegan, gluten-free, and doesn't contain artificial ingredients or sugar. Menu items include three-bean chili, fish tacos, falafel with tahini, Thai noodle salad, and Kombucha tea. Hearty Eats is open Sunday - Monday 11am - 7pm, Tuesday - Saturday 11am - 8:30pm.
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Berkshire Mountain Bakery
This bakery and pizza spot has two pet-friendly outdoor tables where you can sit with your dog. Pittsfield Pizza Cafe has take-and-bake, or hot and ready pies like the Winter Delight, with winter squash and figs, and the Ranch Chicken BLT pizza. You can also get hot sandwiches including BBQ Pulled Pork, Chicken Parm, and The Pisano. Open Monday through Saturday 8:30am to 8:00pm, and Sunday 11:00am to 7:00pm.
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Ayelada
Ayelada has a few pet-friendly benches outside, so you can eat some frozen yogurt from your lap with your lap dog next to you. Ayelada's yogurt-specialists use fresh skim milk, yogurt from independent farms, fresh flavors, and fruit to make frozen yogurt. They craft their frozen yogurt in small batches on-site every day. Every single day, they offer four flavors which are added to the ever-increasing vault of over one-hundred flavors, such as chai, apple cinnamon, and pumpkin cheesecake. Ayelada is open Monday through Friday from 11am to 9pm and Saturday to Sunday from 12pm to 9pm.
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Pierogi Cafe
Dogs are welcome at one small outdoor table at this Polish restaurant. Pierogi Cafe serves sweet and savory pierogis and brunch all-day. Menu items include three-egg omelets, bagel sandwiches stuffed with bacon and eggs and cheese, fruit smoothies, traditional Polish tosty sandwiches, borsch with meat dumplings, and kielbasa. Pierogi Cafe is open Monday - Tuesday 8am -6pm, Wednesday - Friday 8am - 8pm, Saturday 8am - 5pm.
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Daily Grind Coffee House & Cafe
Dogs are welcome at four outdoor tables at this cafe on the campus of Christ Lutheran Church. Daily Grind Coffee House & Cafe serves locally roasted coffee and espresso drinks, soups, salads, smoothies, specialty sandwiches, and freshly baked breads and pastries. Daily Grind Coffee House & Cafe is open Monday - Saturday 8am - 8pm, Sunday 8am - 2pm.
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Katie's Country Store
Dogs are welcome at three outdoor tables at this country store. Katie's Country Store serves picnic lunches, rotisserie chicken, fried seafood, and sandwiches. Menu items include fried chicken, fried clam strip platters, cheeseburgers, seafood salad grinders, buffalo wings, and fried mushrooms. Katie's Country Store is open daily from 6:30am - 9:30pm.
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Starbucks
Whether you are getting your early morning coffee fix or fueling up for a late night, Starbucks has you covered. This location on Hubbard Avenue in Pittsfield provides four tables with dog-friendly seating. The vast menu includes a broad range of coffee drinks, tea, cold brews, and their popular Frappuccino in tons of customizable flavors. Don't forget to ask for a Puppuccino just for Fido! You can also find a light bite with breakfast options, sandwiches, bagels, parfaits, protein boxes, and baked treats. A drive-thru window is also available if you don't want to tie your dog up outside while you go in to order.
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Colebrook Store
Colebrook Store is a dog-friendly restaurant in Colebrook. They welcome pets at outdoor tables whenever the weather is nice.
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Vivaldi's
Dogs are welcome at two small tables in front of this pizzeria in the Berkshires. Vivaldi's Pizzeria serves pizzas, salads, pasta dishes, burgers, grinders, and desserts. Menu items include fried mushrooms, antipasto salad, veal parm, fried seafood platter, chicken wings, cheeseburger, steak and cheese grinder, turkey club, and stuffed stromboli. Choose from specialty pizzas like the Clams Casino, Buffalo Chicken, or Hawaiian. Vivaldi's Pizzeria is open Monday - Thursday 11am - 9pm, Friday - Saturday 11am - 10pm, Sunday noon - 9pm.
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