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Dog Friendly Restaurants in Chester, MD

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There are 3 dog-friendly restaurants in Chester that welcome dogs at their outdoor tables, and 161 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!

Pet Friendly Stevensville Crab Shack

Stevensville Crab Shack

Stevensville, MD

Stevensville Crab Shack

One-stop shop for all things seafood. Umbrella covered picnic tables are dog friendly.

Pet Friendly Waterman's Crab House

Waterman's Crab House

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!

Dock Street Bar & Grill

Dock Street Bar & Grill

Dock Street Bar and Grill is a classic pub with universal favorites, regional bites, and three dog-friendly tables. Their drink selection includes beer, tequila, and a full range of spirits for your favorite cocktail. Pizza, burgers, sandwiches, and bar bites are all on the menu along with their popular Crab Cake Dinner entree. Dock Street Bar and Grill is open seven days a week from 11:30am to 2:00am with the kitchen closing at 1:00am.

Luna Blu

A cozy, intimate setting and two dog-friendly tables await you at Luna Blu in Annapolis, MD. Their dishes are based on classic Italian techniques and highlight traditional favorites. Their menus include lots of gluten free options and include sandwiches, pizzas, pasta, and entrees. Luna Blu hosts a nightly four course dinner special. Drink options include wine and martinis with a broad selection to pair with any meal.

Gina's

St. Michaels, MD

Gina's offers a variety of cocktails to complement a food menu of gazpacho, nachos, and crab tacos. Outdoor seating welcomes dogs.

Dry 85

Dry 85 pays homage to the days of Prohibition and the spirit of camaraderie that came with the rise of speakeasies. With two dog-friendly tables outside, you and your pooch can partake in their huge selection of craft beers, bourbons, and hard-to-find spirits. They offer all-American bourbons and whiskeys from Ireland, France, Japan, Canada, and more.

Carpaccio Tuscan Grille

Carpaccio Tuscan Grille

There is ample room for your pup at Carpaccio Tuscan Kitchen in Annapolis, MD where they offer over two dozen dog-friendly tables. Their menu has the feeling of fine dining with familiar options like Tuscan style pan pizzas, complex entrees, and Italian classics. They serve pastas from the simple Fettucini Carmbonara to the bold Linguini Alla Vongole with manila clams. Don't miss out on the wide list of wines to pair with your meal.

Cafe Mezzanotte

Severna Park, MD

Cafe Mezzanotte

Cafe Messanotte upscale Italian restaurant that offers eight dog-friendly tables outside. Their dishes reflect timeless culinary traditions with local flavors and ingredients sourced from surrounding farms. Their menus include a diverse range of dishes like pasta, salad, paninis, soups, and entrees that feature seafood and meat. Gluten free preparations are available so you don't have to miss out on your favorite pasta dish. Their wine list is equally diverse to pair with any meal. Cafe Messanotte serves brunch on Sunday from 11am to 2pm. They are open Sunday from 11am to 9pm, Monday through Thursday from 11am to 10pm, and Friday through Saturday from 11am to 11pm.

Capsize

Capsize, located in Oxford, MD, is a chic, dog-friendly eatery that serves up a variety of delicious fare for humans. They offer a dog menu as well! Fido is welcome to join you at one of their outdoor tables. Start off with an order of the Fried Green Tomatoes with pimento cheese and pomegranate-blueberry vinaigrette. Next, chow down on the Fish and Chips - beer-battered and served with lemon-pickle remoulade and malt vinegar. Or go for the “Pho" Shore with shrimp, lump crab, seared scallops, noodles and spicy broth.

The Robert Morris Inn

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.

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.

Donnelly's Dockside

Donnelly's Dockside

Donnelly's Dockside is a dog-friendly restaurant in Arnold, MD. Fido is welcome to join you at a table on the patio. Try a salad, bowl, handheld, or entrée with crab, shrimp, lobster, scallops, etc. Brunch is served on Saturdays and Sundays from 11:00 a.m. until 2:00 p.m. Beer, wine, and cocktails are available as well.

Doc's Sunset Grille

Doc's Sunset Grille

Located on the waterfront in Oxford, MD is Doc's Sunset Grille, a dog-friendly American restaurant. Fido is welcome to join you on the spacious deck where you can pull up a stool at the bar or make yourself comfortable at an umbrella-shaded table. Doc's Sunset Grille serve a variety of seafood and shellfish as well as burgers, salads and sandwiches.

Acme Bar and Grill

Acme Bar and Grill

Neighborhood bar that offer wings and a dozen other american style dishes. Outdoor tables are limited, but they do allow dogs.

Broken Oar Bar & Grill

Glen Burnie, MD

Broken Oar Bar & Grill

Broken Oar Bar & Grill, located in Glen Burnie, MD, is a casual eatery that serves up a variety of delicious fare with gorgeous waterfront views. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal.

Hard Yacht Cafe

Hard Yacht Cafe

Hard Yacht Cafe is a dockside restaurant with three dog-friendly picnic tables available on the grassy area. The restaurant serves as a hangout for visitors and locals alike with open mic nights and live music. Happy hour is served every weekday from 2pm to 6pm. On the menu, you'll find steak, seafood, burgers, sandwiches, and other handheld bar bites. Brunch is served on the weekends from 7am to 12pm, and their drink menu highlights frozen favorites and beer. Hard Yacht Cafe is open Sunday through Tuesday from 7am to 9pm, Wednesday through Thursday from 7am to 10pm, and Friday through Saturday from 7am to 11pm.

Grump's Cafe

Grump's serves jumbo crab cakes, Buffalo wings, burgers, and fish and chips. Dog-friendly tables outside.

Mother's Peninsula Grille

Severna Park, MD

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.

Middleton Tavern

Middleton Tavern

Just off the Annapolis Harbor sits the Middleton Tavern, a local staple with lots of outdoor, dog-friendly seating for pups 40 lbs and under. Their food selection is vast and highlights regional hits like oysters, steampots, lobster, and soft shell crab. The also serve burgers, sandwiches, pasta dishes, salads, and more. The drink menu is equally diverse with wine, cocktails, beer, and flights. Brunch is served every Sunday from 10:00am to 1:00pm. Middleton Tavern is open Monday through Saturday from 11:30am to 1:30am and Sunday from 10:00am to 1:30am.

Old Stein Inn

Old Stein Inn located in Edgewater, MD, is a casual eatery that serves up a variety of delicious German fare. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal. Start off with a cold beer and an order of the Potato Pancakes served with house-made applesauce. Next, chow down on the Munchner Schweinhaxe - braised pork shank with spaetzle, red cabbage, and Boxhead shiraz demi. Or go for the Das Boot Sandwich with black forest ham, bierwurst, German salami, lettuce, gruyere, mustard vinaigrette, and scallion mayo on a toasted pretzel roll.

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Chester, MD, US