Dog Friendly American Restaurants in Chester, MD

There are 33 pet friendly American restaurants within 20 miles of Chester 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 Chester. Bone appetit!

Pet Friendly Boatyard Bar and Grill
Boatyard Bar and Grill Seafood lovers will be delighted by the number of appetizing options at Boatyard Bar and Grill in Annapolis, MD. Fido is welcome to join you on the outdoor, dog-friendly patio. See Details
Pet Friendly Ava's Pizzeria & Wine Bar
Ava's Pizzeria & Wine Bar Wood fired pizza, chicken marsala, and spaghetti and Ma's meatballs are on the menu at Ava's Pizzeria & Wine Bar in St. Michaels, MD. Fido is welcome on the dog-friendly enclosed patio. Stop in for a warm and comfortable dining atmosphere. They even have a doggie menu! See Details
Federal House Bar & Grill Federal House is a great pet-friendly spot in Annapolis, MD to enjoy fish tacos, crab-stuffed flounder, and a wide selection of draft beers from across the country. They have dog-friendly outdoor tables with water bowls and even a special dog menu for Fido! See Details
Stan & Joe's Saloon Located in the heart of downtown Annapolis, MD, Stan & Joe's offers an award-winning cosmopolitan menu and dog-friendly outdoor seating. Choose from a variety of tasty options like Buffalo shrimp, chicken quesadillas, jumbo wings, oysters on the half shell, Tex-Mex twin egg rolls, salmon carbonara, and signature fajitas. See Details
Gina's Gina's offers a variety of cocktails to complement a food menu of gazpacho, nachos, and crab tacos. Outdoor seating welcomes dogs. See Details
The Robert Morris Inn Built in 1710, the Robert Morris Inn is one of the oldest inns in America. History buffs will love the pristinely maintained colonial surroundings which is complimented by a menu of modern British and American cuisine. Fido can join you at their dog-friendly, outdoor arrangements which include eight tables on the porch and five tables on the patio. The menus include classic options like fish and chips, crab cake sandwiches, and Scottish salmon as well as modern dishes like the Mahi Mahi tacos or the Peruvian-spiced duck breast. The Robert Morris Inn also serves breakfast Monday through Saturday from 8:00am to 10:30am and brunch every Sunday from 8:00am to 2:30pm. Lunch is served daily from 12:00pm to 2:30pm and dinner from 5:00pm to 9:00pm. Reservations are recommended. See Details
Grump's Cafe Grump's serves jumbo crab cakes, Buffalo wings, burgers, and fish and chips. Dog-friendly tables outside. See Details
Mother's Peninsula Grille Mother's Peninsula Grille is a restaurant and bar that boasts a list of over one hundred beers and ten dog-friendly tables outside on the porch. Their menu includes a range of familiar fare like tacos, meatloaf, wings, burgers, and sandwiches. For those with dietary needs, Mother's provides a full menu of gluten free items. Happy hour specials are served Monday through Friday from 3:00pm to 6:30pm. Mother's Peninsula Grille is open Monday through Saturday from 11:00am to 11:00pm and Sunday from 10:00am to 10:00 with brunch served from 10:00am to 1:00pm. See Details
Severna Park Taphouse Severna Park Taphouse in Maryland is a dog friendly eatery where Fido is welcome to join you at an outdoor table. They specialize in craft beers, culinary excellence, and an impressive wine list. The menu is an eclectic mix of American fare, incorporating Chesapeake bay favorites including Maryland crab dip, jumbo lump crab cakes, rockfish tacos, and Certified Angus Beef Burgers. See Details
Chesapeake Market & Deli Chesapeake Market & Deli is a Chesapeake Bay-themed restaurant located in North Beach, MD. Fido is welcome to join you on the outside patio. This dog-friendly eatery offers flatbreads, small plates, pasta and more. You can fill up on a crab cake sandwich or keep it light with the garden salad topped with mahi mahi. See Details
Robbie's Bar & Grill Dogs are welcome on the covered patio at the family- and veteran-owned and operated Robbie's Bar & Grill in Sparrows Point, MD. This pet-friendly restaurant offers a variety of good mood food, including a taco flatbread, chicken quesadilla, fried jumbo shrimp and crab cakes. Breakfast and brunch are available on Saturdays and Sundays. See Details
Trophy Room Leashed pups can join you at a table outside Trophy Room, a dog-friendly eatery located within the Graduate Annapolis hotel in Annapolis, MD. They offer a dinner menu that includes their signature smash burger, crab cake sandwich, a mouthwatering local ribeye and much more. Craft cocktails, beer and wine are also available, and brunch is served on Sundays. See Details
Julep Southern Kitchen & Bar Julep Southern Kitchen & Bar, located in Annapolis, MD, is a casual, pet friendly eatery where Fido is welcome to join you at an outdoor table. They offer creative southern comfort food, house-made desserts, local craft beer, whiskey, and cocktails. Some of their menu items include award winning wings, cream of crab soup, biscuits, fried ribs, beet salad, and a variety of sandwiches and entrees including Smoked Fried Chicken, Charlotte’s Homemade Pot Pie, Shrimp & Grits with Tomatillo Sauce, and even a Julep Sampler that has pulled pork, brisket, two ribs, two wings, and andouille sausage, served with two sides. Save room for a slice of house-made Hummingbird Cake or Pecan Pie. 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
Mutiny Pirate Bar and Island Grille Come aboard and enjoy a laid-back, pirate-themed eatery in Pasadena, MD. Mutiny Pirate Bar and Island Grille made-from-scratch bar food with a Caribbean twist. Their beverage menu features craft beers and cocktails made with housemade infusions and syrups. Dogs may join you at umbrella-shaded tables on the patio. See Details
The Oxford Market The Oxford Market is a local staple where you can find an assortment of supplies. There are two dog-friendly picnic tables outside and a place to leash up your pup while you grab a bite to eat. You'll find beer, wine, baked sweets, and ice cream. The deli serves a selection of sandwiches, burgers, wraps, soups, and salads. The Oxford Market is open daily from 7am to 9pm. See Details
The Pier Waterfront Bar & Grill Check out The Pier Waterfront Bar & Grill, a pet-friendly eatery in Edgewater, MD, where pups are welcome at outdoor tables. Their menu features items such as wings, crab dip, shrimp and mango salads, piled-high nachos and smash burgers. See Details
Characters Bridge Restaurant Extensive menu of surf and turf options, such as burgers, steaks, chicken marsala, crab cakes, lobster tails, and fried butterfly shrimp. Outdoor seating is dog friendly. See Details
Hook & Vine Hook & Vine, located in North Beach, MD, is a trendy bar and eatery that serves up a myriad of delectable fare. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal. Try the tempura lobster bites, shrimp and grits, or the veggie pasta! See Details
Chester, MD, US