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Dog Friendly Restaurants in Chestertown, MD

There are 4 pet friendly restaurants in Chestertown that welcome dogs at their outdoor tables, and 27 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 Chestertown. Bone appetit!

Pet Friendly Luisa's Cucina Italiana
Luisa's Cucina Italiana Dog-friendly Luisa's Cucina Italiana utilizes locally sourced dairy and produce in its traditional Italian offerings. They have a large menu chock full of pasta dishes like Shrimp Fra Diavolo and Spaghetti Puttanesca, plus wood-fired pizzas. Gluten-free and vegetarian options are also available. Reservations are recommended. Open daily 11am to 9pm. See Details
Pet Friendly The Fish Whistle
The Fish Whistle There are plenty of fresh fish and seafood options to enjoy at the pet-friendly and quirkily named Fish Whistle restaurant. Stop in between three and five on weekdays to take advantage of specials on their ""food happy hour."" Start off with Drunken Mussels or their unique take on the classic potato skin, Seafood Skins. Fish Whistles quaint deck overlooks the boardwalk. Open during the summer Monday through Wednesday 11:00am to 8:00pm, Thursday 11:00am to 8:30pm, Friday and Saturday 11:00am to 9:00pm, and Sunday 11:00am to 7:00pm." See Details
Figg's Ordinary Figg's Ordinary is a dog-friendly cafe in Chestertown, MD. Your pup is welcome to join you at a table along their sidewalk patio. Enjoy their baked goods, breakfast and lunch made with local ingredients. Gluten-free options are available. See Details
Lemon Leaf Cafe Visitors swear by the award winning cream of crab soup at this pet-friendly eatery in historic Chestertown. You can also fill up on comfort foods like meatloaf and chicken and dumplings. Lighter fare like sandwiches and breakfast items are also available. Outside seating is limited, so snag one when you can. Open Monday through Wednesday 11:00am to 8:00pm, Thursday 11:00am to 9:00pm, Friday and Saturday 7:30am to 9:00pm, and Sunday 7:30 to 8:00pm. See Details
The Jetty Dock Bar Menu includes burgers, sandwiches, wraps, and a variety of seafood options. Outside bar and dining area welcomes dogs. See Details
Hemingway's Restaurant Hemingway's Restaurant offers wide views of the bay and dog-friendly outdoor tables on the bottom deck available during the summer months. They serve local favorites like raw oysters, crab cakes, and fried seafood. You'll also find burgers, steak, chicken, and salads. Their bar serves several signature cocktails and draft beers. See Details
Pairings Bistro Excellent cuisine and wine selection with outdoor seating friendly for well behaved pooches on leash. See Details
Rustico Rustico is a lively southern Italian restaurant. You can enjoy delicious pasta, mouthwatering seafood entrees, and savory crepes. Patio seating is dog friendly. See Details
Cafe Sado Cafe Sado is a sleek Asian Fusion restaurant in a big city style atmosphere with dog-friendly outdoor seating. A diverse menu packs plenty of flavor and creativity into delicious dishes like beef wellington, crispy crab wonton, bacon wrapped scallops, pad Thai, green curry chicken, and spicy basil beef. Opens at 11:30am during the week and noon on weekends. See Details
Waterman's Crab House Waterman's Crab House, located in Rock Hall, MD, is a casual eatery that serves up a variety of fresh, delicious fare with an emphasis on seafood. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal. Start off with an order of the Waterman's Nachos - corn chips topped with crab, shrimp, scallops, creamy cheese sauce, pico de gallo, and green onions. Next, chow down on the Seafood Norfolk Saute - fresh scallops, gulf shrimp, and lump crabmeat sauteed in a white wine and butter sauce, served over penne pasta, with a side house salad. Or go for the Shrimp Po Boy with lightly dusted shrimp, lettuce, tomato, and remoulade served on a French roll! See Details
Java Rock Java Rock serves up coffee, light bites, and wine in a laid back, cozy atmosphere. There are six tables outside with dog-friendly seating for Fido. Along with classic coffee options, Java Rock offers several house specials like the Mocha Mint Patty and the Night Owl. You'll also find tea, hot chocolate, lattes, and smoothies. They also serve a selection of breakfast bites and lunch plates like paninis, wraps, and soup. From May through November, Java Rock is open Monday through Thursday from 7:00am to 4:00pm, Friday through Saturday from 7:00am to 5:00pm, and Sunday from 7:00am to 3:00pm. From December through April, they are open Monday through Saturday from 7:30am to 4:00pm and Sunday from 7:30am to 3:00pm. See Details
Bridges Restaurant Bridges Restaurant is a waterfront restaurant in Grasonville, MD overlooking Wells Cove serving fresh seafood and upscale American dishes like filet mignon and specialty pizzas. The restaurant features a large pet-friendly patio and live music on Friday and Saturday nights. See Details
Ten Eyck Brewing Company Ten Eyck Brewing Company is a dog-friendly brewery located in Queenstown, MD. Fido is welcome to accompany you at an outdoor table while you sip on a handcrafted beer, cider, or non-alcoholic soda. A small menu features snacks and a charcuterie board with local meats, cheeses and bread. For something more hearty, head to the on-site food truck for a tasty curry or taco. See Details
Red Eye's Dock Bar Red Eye's offers tacos, steamed clams and shrimp, oyster po'boys, and crab cakes. Dogs are welcome at outdoor tables. See Details
Kitty Knight Kitty Knight is a full service restaurant in Georgetown, MD serving a farm-to-table menu on a dog-friendly outdoor patio. See Details
Stevensville Crab Shack One-stop shop for all things seafood. Umbrella covered picnic tables are dog friendly. See Details
Bushmill Tavern Bushmill Tavern is a local watering hole and restaurant with eight dog-friendly tables. Their menu includes wings, sandwiches, burgers, tacos, and paninis. Bushmill Tavern also offers unique starter like their She Crab Fries or Philly Cheese Steak Egg Rolls. Their bar includes martinis, mules, wine, beer, and house cocktails. Bushmill Tavern is open Sunday from 10am to 2am and Monday through Saturday from 11am to 2am. See Details
Two Tree Restaurant Two Tree Restaurant is a locally owned restaurant that offers upscale dishes with a casual environment. There is one small table outside with dog-friendly seating. The menu includes regional favorites like the Maryland Crab Cake sandwich and familiar fare like pot roast, chicken, and pork chops. Two Tree also offers a carefully selected wine list to compliment your meal. They are open Sunday through Thursday from 11am to 8pm and Friday through Saturday from 11am to 9pm. See Details
Love Point Deli Wine & Spirits Love Point Deli Wine and Spirits is a classic deli that provides handhelds with fresh meat and cheeses. They have a dog-friendly picnic table outside so you can bring Fido. The deli menu includes a variety of fresh subs, sandwiches, and wraps with several vegetarian options. The store also provides a broad selection of wine and beverages to take home with you. The deli is open Monday through Saturday from 9am to 5pm and Sunday from 10am to 4pm. See Details
Lemon N Ginger Asian Grille and Sushi Lemon N Ginger Asian Grille specializes in Chinese and Thai cuisine. There is plenty of room for Fido at their eleven dog-friendly tables. The menu items include sushi, bento boxes, noodles, rice, and dishes made on the grill or the wok. Their bar is stocked with Japanese beer and sake, and they serve several signature martinis and cocktails. Lemon N Ginger Asian Grille is open Monday through Thursday from 11:00am to 10:00pm, Friday through Saturday from 11:00am to 11:00pm, and Sunday from 12:00pm to 9:30pm. See Details
Rita's Italian Ice Rita's Italian Ice on W Bel Air Avenue 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. See Details
Chipotle Mexican Grill Founded on the idea that food served fast does not have to be a typical fast food experience, Chipotle Mexican Grill is a dog-friendly restaurant known for its burritos, tacos, bowls, and salads. Visitors to Bel Air with a craving for a customizable burrito bowl can dig in alongside Fido at one of Chipotle's outdoor tables. The Grill's menu allows guests to choose from crispy corn or soft flour tacos, a bowl, burrito, or salad, then choose from steak, carnitas, chicken, barbacoa or sofritas, next, adding rice beans and fajita vegetables, and finally, topping it all off with salsas, lettuce, guacamole, and cheese. Please note that table service isn't available, so your dog will need to be tied up outside while you go in to order. See Details
Panera Bread Panera Bread on Beards Hill Road has six pet-friendly outdoor tables, so you can bring your dog along to dine. The popular national chain serves breakfast, lunch, dinner, and snacks. Stop by early for one of their freshly baked breakfast sandwiches, pastries, or Baked Egg Souffles. Panera Bread is known for their fresh, and clean eating salads, soups, and sandwiches like Bacon Turkey Bravo, Napa Almond Chicken Salad, and Steak and White Cheddar Panini. They have a full espresso and coffee bar where you can get signature drinks like the Hot Chocolate with Chocolate Chip Marshmallows, and Plum Ginger Hibiscus Tea. Please note that table service isn't available, so your dog will need to be tied up outside while you go in to order. See Details
Panera Bread Panera Bread on Merchants Boulevard has ten pet-friendly outdoor tables, so you can bring your dog along to dine. The popular national chain serves breakfast, lunch, dinner, and snacks. Stop by early for one of their freshly baked breakfast sandwiches, pastries, or Baked Egg Souffles. Panera Bread is known for their fresh, and clean eating salads, soups, and sandwiches like Bacon Turkey Bravo, Napa Almond Chicken Salad, and Steak and White Cheddar Panini. They have a full espresso and coffee bar where you can get signature drinks like the Hot Chocolate with Chocolate Chip Marshmallows, and Plum Ginger Hibiscus Tea. Please note that table service isn't available, so your dog will need to be tied up outside while you go in to order. See Details