What is better than outdoor dining and being right by the water? Outdoor dining and being right by the water in Chesapeake Bay region! Looking for a new go to place for a great crabcake and cocktail? We have pulled together restaurants from the reaches of Central Maryland, our state capital of Annapolis, and Maryland’s Eastern Shore that spoil us with outdoor seating, walking distance from public boat docks, and/or a waterfront view. Let this guide lead you through your summer dining by the Chesapeake.
Requirements
- To be included, the restaurant must meet at least one of the following:
- Outdoor seating for at least 30 people
- Within a one-mile walk from public boat docking
- Waterfront view
Pricing Key // Average Price of Entrees
- $ 0–15
- $$ 15–30
- $$$ 30 and above
Advertisers are marked with *
And now, the Guide…
DOWNTOWN ANNAPOLIS Acme Bar and Grill Dock & Walk Where: 163 Main Street, Annapolis When: lunch, dinner, late-night, weekend brunch Cost: $$ Call: 410-280-6486 Click: acmegrill.com Can’t Miss Dish: Wings, Wings, Wings! 19 flavors to choose from; have been voted Best Wings in Annapolis and Best Bartender in recent past! Happy Hour: 4 p.m. – 7 p.m. Monday through Friday Armadillo’s Bar & Grill Dock & Walk Where: 132 Dock Street, Annapolis When: dinner, late-night Cost: $ Call: 410-280-0028 Click: armadillosbarandgrill.com Can’t Miss Dish: Fat Boy Fried Chicken Buddy’s Crabs & Ribs Dock & Walk; Water View Where: 100 Main Street, Annapolis When: lunch, dinner, Sunday brunch, late night Cost: $$ Call: 410-626-1100 Click: buddysonline.com Family Meal Deals: Enjoy these family meals for two including ribs and crabcakes, snow crab legs and sides, or crabs, shrimp and more! Sakura Café Dock & Walk; Outdoor Dining Where: 105 Main Street, Annapolis When: lunch, dinner Cost: $$ Call: 410-263-0785 Click: annapolissakuracafe.com The Scoop: Find sushi in Annapolis at Sakura Café with a modern interpretation of classic Japanese dishes. Café Normandie Dock & Walk Where: 185 Main Street, Annapolis When: lunch, dinner, weekend breakfast Cost: $$ Call: 410-263-3382 Click: cafenormandie.com Can’t Miss Dish: Trout Almondine Go Green: The Annapolis Leader in Sustainability and Eco-Friendly, Green Practice’s including recycled vegetable oil, composting, and bio-degradable materials. Castlebay Irish Pub Dock & Walk Where: 193A Main Street, Annapolis When: lunch, dinner, Sunday brunch, late-night Cost: $$ Call: 410-626-0165 Click: castlebayirishpub.com Extra Excitement: Check their Facebook page for live music throughout the summer. Chick & Ruth’s Delly Dock & Walk Where: 165 Main Street, Annapolis When: breakfast, lunch, dinner Cost: $$ Call: 410-269-6737 Click: chickandruths.com The Challenge: Step up to the plate with these four challenges: Man v. Food Challenge: 6lb Shake and 1.5lb sandwich; 6lb milkshake; 3lb sandwich; 3lb cheeseburger. Start of your Day: Every morning, recite the Pledge to the Flag at 8:30 a.m. Monday through Friday and at 9:30 a.m. on Saturday and Sunday. Dock Street Bar and Grill Dock & Walk Where: 136 Dock Street, Annapolis When: lunch, dinner, late-night Cost: $ Call: 410-268-7278 Click: Dockstreetbar.net Can’t Miss Dish: Crab Cake Dinner DRY 85 Dock & Walk Where: 193B Main Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 443-214-5171 Click: dry85.com Weekly Special: Bacon Brunch – Because everything is better with bacon. Sunday 10 a.m. – 2 p.m. Happy Hour: 3 p.m.–6 p.m. Monday through Friday The Federal House Bar & Grill Dock & Walk; Outdoor Dining Where: 22 Market Space, Annapolis When: lunch, dinner, late-night Cost: $ Call: 410-268-2576 Click: federalhouserestaurant.com The Scoop: Award-winning cream of crab soup and plenty of beer to try! Not only is there a human menu, but there is also a menu for your four-legged friend to get five-star treatment. Bring a Friend: The Federal House offers a Doggie Menu for your favorite furry friend. Galway Bay Dock & Walk Where: 63 Maryland Avenue, Annapolis When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-263-8333 Click: galwaybaymd.com The Scoop: 20+ years of award-winning Irish hospitality, even visited by Food Network’s Guy Fieri for an episode of Diners, Drive-Ins, and Dives. What Are We Drinking?: Besides a full bar, Galway Bay has a large collection of Irish Whiskey with over 80 displayed Irish Whiskeys. This is the largest array in the state. Happy Hour: Monday through Friday, 3:30-6:30 p.m. Harry Browne’s Dock & Walk Where: 66 State Circle, Annapolis When: lunch, dinner, Sunday brunch, late-night lounge Cost: $$ Call: 410-263-4332 Click: harrybrownes.com The Scoop: Fine dining with a beautiful view of Annapolis and the State Circle landmark. Harry Browne’s has a beautiful dining room as well as a laid-back bar lounge. Can’t Miss Dish: Blue Angel Artisan Pizza Harvest Wood Grill & Tap Dock & Walk Where: 26 Market Space, Annapolis When: lunch, dinner, weekend brunch, late-night Cost: $$ Call: 410-280-8686 Click: harvestwoodgrill.com The Scoop: A Wood-fire grill puts a perfect burgers and sandwiches to pair with classic and specialty cocktails and live music. Happy Hour: 4 p.m. – 6 p.m. Wednesday and Thursday, 3 p.m. - 6 p.m. Fridays Iron Rooster Dock & Walk Where: 12 Market Space, Annapolis When: breakfast, lunch, dinner Cost: $ Call: 410-990-1600 Click: ironroosterallday.com Can’t Miss Dessert: Homemade Pop Tarts RoosTart Kit: Buy a kit online for a pack of 4 or 8 pop tarts to make in your own home! Even get them shipped! Joss Café & Sushi Bar Dock & Walk Where: 195 Main Street, Annapolis When: lunch, dinner Cost: $$ Call: 410-263-4688 Click: josssushi.com Can’t Miss Dish: Crunchy Ebi Roll Latitude 38 Outdoor Dining; Dock & Walk Where: 12 Dock Street, Annapolis When: Lunch, Dinner Cost: $$ Call: 667-204-2282 Click: latitude38waterfront.com Brunch Bonus: Latitude 38 hosts a Sunday Brunch on from 10 a.m. - 2 p.m. on Sunday mornings. Be sure not to miss the Macadamia Crusted French Toast or the Crab and Shrimp Omelet! Happy Hour: Daily 3–6 p.m. Mason’s Famous Lobster Rolls Dock & Walk Where: 188 Main Street, Annapolis When: lunch, dinner Cost: $ Call: 410-280-2254 Click: masonslobster.com The Scoop: A Maryland twist on a Maine classic, Mason’s serves perfectly combined lobster rolls of all kind. McGarvey’s Saloon & Oyster Bar Dock & Walk; Outdoor Dining Where: 8 Market Space, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-263-5700 Click: mcgarveysannapolis.com Can’t Miss Dish: Oysters–check out the Raw Bar Middleton Tavern Dock & Walk; Outdoor Dining Where: 2 Market Space, Annapolis When: lunch, dinner, brunch, late-night Cost: $$ Call: 410-263-3323 Click: middletontavern.com Can’t Miss Drink: Oyster Shooters Annapolis Unplugged: Rediscover your roots on Wednesday nights at Middleton Tavern for "Annapolis Unplugged." The homegrown music series features the area's best talent. Happy Hour: 3 p.m. – 7 p.m. Monday through Friday Nano Asian Dining Dock & Walk Where: 189A Main Street, Annapolis When: lunch, dinner Cost: $$ Call: 410-267-6688 Click: nanoasian.com The Scoop: Visit the longest sushi bar in Annapolis, just two minutes from the Naval Academy to watch your sushi rolled right in front of you. O’Brien’s Oyster Bar & Seafood Tavern Dock & Walk; Outdoor Dining Where: 113 Main Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-268-6288 Click: obriensoysterbar.com Added Bonus: If O’Brien’s oyster bar isn’t enough of a reason to come, visit to say hello to the ghosts who have been lingering in the building since 1774. Happy Hour: 3 p.m. – 7 p.m. Monday through Friday *Osteria 177 Dock & Walk Where: 177 Main Street, Annapolis When: lunch, dinner Cost: $$ Call: 410-267-7700 Click: osteria177.com The Scoop: Italian coastal specialties brought to Annapolis along with a wine list that will leave you craving more. Now Only!: Order fresh pasta or jarred sauce from Osteria 177 to go online. Preserve Dock & Walk Where: 164 Main Street, Annapolis When: lunch, dinner, weekend brunch Cost: $$ Call: 443-598-6920 Click: preserve-eats.com The Scoop: Farm-to-table, casual restaurant, Preserve brings American-Euro dishes to Annapolis which they pickle and ferment themselves. Along with their restaurant, Preserve also has a line of ferments available for purchase. Happy Hour: 3 p.m.–5 p.m. Daily Coming Soon: Preserve is in the process of opening a second restaurant “Garten” in Severna Park. Pusser’s Caribbean Grille Dock & Walk; Outdoor Dining; Water View Where: 80 Compromise Street, Annapolis When: breakfast, lunch, dinner, Sunday buffet Cost: $$ Call: 410-626-0004 Click: pussersannapolis.com Can’t Miss Drink: Pusser’s Painkiller Red Red Wine Bar Dock & Walk Where: 189B Main Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-990-1144 Click: redredwinebar.com The Scoop: Wine, cheese, and pizza oh my! Red Red Wine bar has plenty to choose from including preset wine flights in order for guests to find your new favorite wine. Happy Hour: 3 p.m.–6 p.m. Monday through Friday Sofi’s Crêpes Dock & Walk Where: 1 Craig Street, Annapolis When: breakfast, lunch, dinner Cost: $ Call: 410-990-0929 Click: sofiscrepes.com Can’t Miss Dish: The Kevin Bacon Crepe – Turkey, bacon, cheese, and tomatoes with thousand island sauce The More the Merrier: Can’t make it into town for one of Sofi’s Crepes? There is another location in Severna Park! Vida Taco Bar Dock & Walk Where: 200 Main Street, Annapolis When: weekend lunch, dinner Cost: $ Call: 443-837-6521 Click: vidatacobar.com The Scoop: Plenty of tacos and quesadillas for everyone to enjoy. Pair with an amazing margarita or special Purple Drank which is a 50/50 mix of sangria and margarita.
UPTOWN ANNAPOLIS 49 West Coffeehouse, Winebar & Gallery Dock & Walk; Outdoor Dining Where: 49 West Street, Annapolis When: breakfast, lunch, dinner, late-night Cost: $ Call: 410-626-9796 Click: 49westcoffeehouse.com The Scoop: Art, music, coffee, and wine all come together in this coffeehouse on West Street. You cannot skip local, live jazz, folk, or bluegrass in “Annapolis’s Living Room” with a Chai Latte or glass of pinot in hand. *Carpaccio Tuscan Kitchen Dock & Walk; Outdoor Dining Where: 1 Park Place, Suite 10, Annapolis When: lunch, dinner Cost: $$ Call: 410-268-6569 Click: carpacciotuscankitchen.com Can’t Miss Dish: Vitello Annapolis The Scoop: Comfortable, yet sophisticated. Carpaccio Tuscan Kitchen & Wine Bar offers more than just a menu of authentic Italian specialties. Revel in our uptown ambiance indoors or alfresco while you savor the perfectly portioned and exquisitely flavored pastas, pizzas, meats and seafood dishes. Lemongrass Dock & Walk; Outdoor Dining Where: 167 West Street, Annapolis When: lunch, dinner Cost: $ Call: 410-280-0086 Click: lemongrassannapolis.com Can’t Miss Dish: Chesapeake Pad Thai Level–A Small Plates Lounge Dock & Walk Where: 69 West Street, Annapolis When: dinner Cost: $ Call: 410-268-0003 Click: levelannapolis.com Can’t Miss (Small) Dish: Tuna Tartare Sustainability: Level is the first restaurant in Annapolis to source as many ingredients as possible from a local and regional area farm. Visit their website for a full list of the farms they use on a daily basis. Light House Bistro Dock & Walk Where: 202 West Street, Annapolis When: breakfast, lunch, dinner, weekend brunch Cost: $ Call: 410-424-0922; 443-221-6207 Click: lighthousebistro.org Community Contributor: Light House Bistro is not just running a business, here, giving people new lives. The Bistro gives people with employment barriers jobs as well as help developing resumes through the Light House Homeless Prevention Support Center’s Building Employment Success Training Program. Luna Blu Dock & Walk Where: 36 West Street, Annapolis When: lunch, dinner Cost: $$ Call: 410-267-9950 Click: lunabluofannapolis.com Can’t Miss Dish: Crab Bruschetta Monthly Dinner: Each month, Luna Blu is hosting a virtual wine dinner to raise money for a local charity Metropolitan Kitchen & Lounge Dock & Walk; Outdoor Dining Where: 175 West Street, Annapolis When: breakfast, lunch, dinner, late-night Cost: $ Call: 410-280-5160 Click: metropolitanannapolis.com The Scoop: Dine under the stars on the roof-top bar and enjoy a lamb burger or the fig and goat cheese flatbread for a perfect evening. *Miss Shirley’s Cafe Dock & Walk Where: 1 Park Place, Annapolis When: breakfast, lunch Cost: $$ Call: 410-268-5171 Click: missshirleys.com The Scoop: Definitely a can’t miss since it has been voted best breakfast dish in Maryland by Food Network Magazine, Maryland's Favorite Restaurant by the Restaurant Association of Maryland, and so many other awards since. *Rams Head Tavern Dock & Walk; Outdoor Dining Where: 33 West Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-268-4545 Click: ramsheadtavern.com The Scoop: Rams Head has beer, sammies, and lobster rolls to be enjoyed by all. Reynolds Tavern Dock & Walk Where: 7 Church Circle, Annapolis When: lunch, tea, dinner Cost: $$ Call: 410-295-9555 Click: reynoldstavern.org The Scoop: As one of the oldest taverns in Annapolis, Reynolds Tavern offers the classic tea and finger sandwiches or you can head out to the Beer Garden which features an everchanging draft list. Stay the night in a suite style room and wake up in the heart of Downtown Annapolis. Sailor Oyster Bar Outdoor Dining Where: 196 West Street, Annapolis When: Dinner Cost: $$ Call: 410-571-5449 Click: sailoroysterbar.com Eat Out and Give Back: Sailor Oyster Bar gives all oyster shells to the Oyster Recovery Partnership, a non-profit that is working to improve the health of the Chesapeake Bay. Stan and Joe’s Saloon Dock & Walk; Outdoor Dining Where: 37 West Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 410-263-1993 Click: stanandjoessaloon.com Weekly Specials: Check out specials every day of the week on their website, including weekly Karaoke on Thursdays Happy Hour: 3 p.m.–7 p.m. Monday through Thursday Trophy Room Dock & Walk; Outdoor Dining Where: 126 West Street, Annapolis When: brunch, lunch, dinner, late-night Cost: $$ Call: 410-263-7777 Click: graduatehotels.com/annapolis/restaurant/trophy-room The Scoop: Located within Graduate Annapolis, Trophy Room offers nostalgia in American dishes with a youthful spin. For example, the Adult Capri Sun cocktail. Tsunami Dock & Walk Where: 51 West Street, Annapolis When: dinner, late-night Cost: $$ Call: 410-990-9868 Click: tsunamiannapolis.com The Scoop: This unique menu has an extravagant sushi menu as well as guilty pleasures like sriracha mac-n-cheese.
GREATER ANNAPOLIS Cantler’s Riverside Inn Dock & Walk; Water View; Outdoor Dining Where: 458 Forest Beach Road, Annapolis When: lunch, dinner, late-night Cost: $$ Call: 410-757-1311 Click: cantlers.com The Scoop: Crab Cake, cream of crab soup, snow crabs, and soft-shell crab sandwich galore. Cantler’s Riverside Inn is not any types of crab, no matter what your favorite way to eat it is. Cooper’s Hawk Winery & Restaurant Outdoor Dining Where: 1906 Towne Centre Boulevard, Suite 238, Annapolis When: lunch, dinner Cost: $$ Call: 443-837-9989 Click: chwinery.com The Layout: Delicious restaurant with a selection of signature menu items paired perfectly with their own wine’s upstairs. Tasting room including seven to eight different wines with no reservation necessary downstairs. Happy Hour: 2 p.m. – 5 p.m. Monday through Friday Gordon Biersch Outdoor Dining Where: 1906 Towne Centre Boulevard, Suite 155, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-266-5965 Click: gordonbiersch.com The Tap: Gordan Biersch has an extensive beer menu featuring their own, house brewed beers from German lagers to American craft beers. Severn Inn Dock & Walk; Water View ☼ Where: 1993 Baltimore Annapolis Boulevard, Annapolis When: lunch, dinner, Sunday brunch Cost: $$$ Call: 410-349-4000 Click: severninn.com The View: Sit on the patio, or inside with floor to ceiling windows with a panoramic view of Annapolis and the Naval Academy at the Severn Inn. Can’t Miss Dish: Crab Cakes True Food Kitchen Outdoor Dining Where: 1906 Town Centre Blvd, Suite 110 When: lunch, dinner Cost: $$ Call: 443-775-5179 Click: truefoodkitchen.com The Scoop: True Food Kitchen is the only restaurant fundamentally based on science which ensures all of its craveable dishes and drinks work to increase the longevity of our people and planet. *Tuscan Prime Outdoor Dining Where: 1905 Town Centre Blvd, Suite 100 When: dinner, weekend brunch Cost: $$ Call: 443-572-4677 Click: tuscanprime.com Happy Hour: Sunday through Thursday, 4–7 p.m.
EASTPORT *Blackwall Hitch Dock & Walk; Outdoor Dining Where: 400 Sixth Street, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-263-3454 Click: theblackwallhitchannapolis.com Can’t Miss Dish: Braised Short Ribs Happy Hour: Monday through Friday 4–7 p.m. *Boatyard Bar & Grill Dock & Walk; Outdoor Dining Where: 400 Fourth Street, Annapolis When: breakfast, lunch, dinner, late-night, weekend brunch Cost: $$ Call: 410-216-6206 Click: boatyardbarandgrill.com Can’t Miss Drink: Cherry Ginger Cobbler Near and Far: Everyone knows how great Boatyard’s Crabcakes are so be sure to spread the love. Ship crabcakes to your family all over the country to show off what they do best. Bread and Butter Kitchen Dock & Walk Where: 303 Second Street, Suite A, Annapolis When: breakfast, lunch Cost: $ Call: 410-202-8680 Click: breadandbutterkitchen.com The Scoop: Bread and Butter offers a variety of classic breakfast and lunch favorites, from omelets and scones to egg, chicken, or tuna salad sandwiches. The ingredients in the kitchen come from local farmers, giving this eatery the freshest menu. *Carrol’s Creek Café Dock & Walk; Water View; Outdoor Dining Where: 410 Severn Avenue, Annapolis When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-263-8102 Click: carrolscreek.com Can’t Miss Dish: Sea Scallops Allergy Friendly: Carrol’s Creek Café is fine dining for everyone, even if you have a nut allergy. Carrol’s Creek’s kitchen is completely peanut and tree nut free. Chart House Dock & Walk; Water View Where: 300 Second Street, Annapolis When: lunch, dinner, Sunday brunch Cost: $$$ Call: 410-268-7166 Click: chart-house.com Happy Hour: Sunday through Friday, 4:30 – 7 p.m. Drink and a Show: Enjoy a tableside torched Apple Manhattan with Basil Hayden Toast bourbon, Berentzen Apple Liquor, and Carpano Antica Sweet Vermouth infused with applewood smoke. Davis’ Pub Dock & Walk; Water View; Outdoor Dining Where: 400 Chester Avenue, Annapolis When: lunch, dinner, late-night Cost: $$ Call: 410-268-7432 Click: davispub.com Can’t Miss Dish: Crab Pretzel Eastport Kitchen Dock & Walk Where: 923 Chesapeake Avenue, Annapolis When: breakfast, lunch, dinner Cost: $ Call: 410-990-0000 Click: eastportkitchen.com The Scoop: Whether you have a hankering for breakfast, lunch, or dinner, Eastport Kitchen has you covered! Check out their website for monthly dinner specials. Leeward Market Café & Grocery Dock & Walk Where: 601 Second Street, Annapolis When: breakfast, lunch Cost: $ Call: 443-837-6122 Click: leewardmarketcafe.com The Scoop: Breakfast is served all day at this little Market with big taste. Relax there in the morning with their freshly brewed City Dock Coffee or join them for lunch and order one of their classic gourmet pizzas. *Lewnes’ Steakhouse Dock & Walk Where: 401 Fourth Street, Annapolis When: dinner Cost: $$$ Call: 410-263-1617 Click: lewnessteakhouse.com The Vino: Lewnes’ Steakhouse has won 12 years straight as Best of Award of Excellence for their wine list by the Wine Spectator. O’Leary’s Seafood Dock & Walk Where: 310 Third Street, Annapolis When: dinner, Sunday brunch Cost: $$$ Call: 410-263-0884 Click: olearysseafood.com Can’t Miss Dish: Crab Cakes Can’t Miss Drink: Bicycles and Baskets: Deadwood Rye Whiskey, pedro Ximenez Sherry, Aperol, lemon Juice, simple syrup. On the rocks *Ruth’s Chris Steakhouse Dock & Walk; Outdoor Dining Where: 301 Severn Avenue, Annapolis When: dinner Cost: $$$ Call: 410-990-0033 Click: ruthschris-annapolis.com The Scoop: This widely-known steakhouse is renowned for its excellent cuts of meat, and also offers poultry and seafood options for those who don’t love steak. The side dishes are ordered separately and come in portions large enough to share to be served with beautiful cocktails. Vin 909 Winecafé Dock & Walk; Outdoor Dining Where: 909 Bay Ridge Avenue, Annapolis When: lunch, dinner Cost: $$ Call: 410-990-1846 Click: vin909.com The Scoop: Vin 909 Wine café is built on family history, and passion for food, wine and beer. The name “Vin” means wine in French and also defines the vintage feel of our inviting setting in the eclectic neighborhood of Eastport. Can’t Miss Dish: The Rock Star Pizza
ANNE ARUNDEL COUNTY *The Blackwall Barn & Lodge Outdoor Dining Where: 329 Gambrills Road, Gambrills When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-317-2276 Click: barnandlodge.com Can’t Miss Dish: Chicken and Waffles Can’t Miss Drink: Massive Mary Broken Oar Bar & Grill Dock & Walk; Outdoor Dining; Water View Where: 864 Nabbs Creek Road, Glen Burnie When: lunch, dinner, late-night Cost: $ Call: 443-818-9070 Click: brokenoarbarandgrill.com The Scoop: An Oaresome place with a view and plenty of deals you can’t miss. On top of happy hour, join Taco Tuesday, Wing Wednesday, Sushi Thursday, and Sunday Funday right on the water. The Crab Shack (Crofton) Outdoor Dining Where: 1260 MD-3, Crofton When: lunch, dinner Cost: $ Call: 443-302-2680 Click: thecrabshackmd.com Happy Hour: 3-7 p.m. Daily Southern Spice: Build your own Cajun Boil for dinner: pick your protein, butter type, spice level, and whatever extras you want for a perfect Cajun dinner. The Crab Shack (Edgewater) Outdoor Dining Where: 3111 Solomons Island Road, Edgewater When: lunch, dinner Cost: $ Call: 443-837-6279 Click: thecrabshackmd.com Extra, Extra: Enjoying the soup? Take a quart home. Don’t skip out on the fries. The Crab Shack’s Boardwalk French Fries are made fresh on site! Donnelly’s Dockside Dock & Walk; Outdoor Dining; Water View Where: 1050 Deep Creek Avenue, Arnold When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-757-4045 Click: donnellysdockside.com The Scoop: Pick your crabs with the views of Deep Creek with a cocktail in hand at Donnelly’s Dockside, formally known as Deep Creek Restaurant. This beautiful view and amazing seafood is located just outside Annapolis. Fat Boys Crab Shack Outdoor Dining Where: 1581 Defense Highway, Gambrills When: lunch, dinner, late-night Cost: $ Call: 410-721-5252 Click: fatboyscrofton.com Can’t Miss App: Hush Puppies Founders Tavern & Grille Outdoor Dining Where: 8125 Ritchie Highway, Pasadena When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-544-0076 Click: founderstavernandgrille.com Can’t Miss Drink: Whiskey Flights – Founders has a long list of Whiskeys available to make your own personalized flight Can’t Miss Dish: Bacon & Bleu Burger Fuji Japanese Steakhouse, Hibachi, Sushi & Lava Bar Outdoor Dining Where: 1406 S. Main Chapel Way, Gambrills When: lunch, dinner Cost: $$ Call: 410-721-6880 Click: jcfuji.com The Scoop: This Crofton/Gambrills staple offers fresh sushi and other Japanese favorites. Sit down for an entertaining culinary show at the Hibachi table or dine al fresco with a cold cocktail and some friends. The Hideaway Outdoor Dining Where: 1439 Odenton Road, Odenton When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 410-874-7300 Click: hideawayodenton.com The Scoop: If you can find it then you will enjoy it. The Hideaway is a hidden gem now known for reputable barbecue that has sold out during peak times. Try out their award-winning wings, dry-rubbed in their own special signature seasonings. Can’t Miss Dish: Pulled Pork Happy Hour: 3 p.m.–7 p.m. Monday through Friday Killarney House Outdoor Dining Where: 584 West Central Avenue, Davidsonville When: lunch, dinner, Sunday brunch Cost: $ Call: 410-798-8700 Click: killarneyhousepub.com Can’t Miss Dish: Fish and Chips Langways All American Sports Bar & Grill Outdoor Dining Where: 1357 Defense Highway, Gambrills When: lunch, dinner, late-night Cost: $$ Call: 410-721-4108 Click: langwayssportsbar.com The Atmosphere: Sit on the relaxed patio any day of the week for an ice-cold beer and sandwich. Lures Bar & Grille Outdoor Dining Where: 1397 Generals Highway, Crownsville When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-923-1606 Click: luresbarandgrille.com The Scoop: Lures, a casual bar with a nautical feel, specializes in regular customers, offering both a beer and wine club for repeaters. You can also sign up to receive its weekly newsletter with the latest happenings. Their beer list offers endless options. Mother’s Peninsula Grille Outdoor Dining Where: 969 Ritchie Highway, Arnold When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-975-5950 Click: mothersgrille.com Can’t Miss Dish: Pat Tillman Powerhouse Happy Hour: 3–6:30 p.m. Monday through Friday Mike’s Crab House Dock & Walk ☼ Water View Where: 3030 Riva Road, Riva When: lunch, dinner, late-night Cost: $$ Call: 410-956-2784 Click: mikescrabhouse.com Parking Situation: No excuse to skip out on Mike’s Crab House, if the parking lot is full, boat dockage is free for patrons! Can’t Miss Dish: Maryland Crab Soup Newk’s Eatery Outdoor Dining Where: 1360 Main Chapel Way, Gambrills When: lunch, dinner Cost: $ Call: 443-302-2734 Click: newks.com/location/gambrills-md The Scoop: Newk’s may be a national chain, but they have soups, salads, and sandwiches that are so fresh and light, they can’t be skipped over. Eat in or grab lunch to go at their quick Grab N-Go station. O’Loughlin’s Restaurant & Pub Outdoor Dining Where: 1258 Bay Dale Drive, Arnold When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 410-349-0200 Click: oloughlinspub.com Extra Special: Monday Night Wing Night, Tuesday Steak and Taco night, Irish Night Wednesdays, #WineWednesday, Steam Platter Thursday, Beer Battered Friday, Prime rib Saturday, Rip off our Ribs Sunday Happy Hour: 3 p.m. – 7 p.m. Monday through Friday *Old Stein Inn Outdoor Dining Where: 1143 Central Avenue, Edgewater When: lunch, dinner, late-night Cost: $$ Call: 410-798-6807 Click: oldstein-inn.com Can’t Miss Dish: Old Stein Short Rib Sauerbraten Beer Selection: Not only does Old Stein Inn have an extensive craft beer menu, they also have an extensive German beer list. Visit to make a flight out of the 10 craft German beers they have on draft. The Pier Oyster Bar & Grill Dock & Walk ☼ Water View Where: 48 South River Road, Edgewater When: lunch, dinner, late-night Cost: $$ Call: 443-837-6057 Click: thepierwaterfrontbarandgrill.com The Scoop: Find your beach at The Pier, a family-friendly sandy getaway with live music, beach-inspired food, and an upbeat atmosphere. Music: Ready for a night out with some live music? Visit their website for who is playing tonight. The Point Crab House & Grill Dock & Walk; Outdoor Dining; Water View Where: 700 Mill Creek Road, Arnold When: lunch, dinner Cost: $$ Call: 410-544-5448 Click: thepointcrabhouse.com Can’t Miss Dessert: Nutty buddy Slider Happy Hour: 3 p.m.–6 p.m. Monday through Friday Querétaro Outdoor Dining Where: 1406 S. Main Chapel Way, Suite 110, Gambrills When: lunch, dinner Cost: $$ Call: 410-721-1392 Click: queretaroinc.com The Scoop: Celebrate taco Tuesday every day at Queretaro in Gambrills with daily taco, fajita, burrito and so many other Mexican specials. Really hungry? Order tacos by the tray! Rams Head Dockside Outdoor Dining; Water View Where: 1702 Furnace Drive, Glen Burnie When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 410-590-2280 Click: ramsheaddockside.com What’s On Tap: Rams Head Dockside features house drafts from their brewery, Fordham and Dominion Brewing in Dover, DE. They also offer nine rotating taps from over 100 bottles of beer from around the world. Happy Hour: 3 p.m.–7 p.m. Monday through Friday Rams Head Roadhouse Outdoor Dining Where: 1773 Generals Highway, Annapolis When: lunch, dinner, late-night, Sunday brunch Cost: $ Call: 410-849-8058 Click: ramsheadroadhouse.com Special Special!: Enjoy $5 burger night every Sunday. Burger night includes an 8 oz Angus beef patty with lettuce and tomato, chips, and a pickle starting at 5 p.m. Happy Hour: 3 p.m. – 7 p.m. Monday through Friday Thai at Waugh Chapel Outdoor Dining Where: 1406 S. Main Chapel Way, Suite 102, Gambrills When: lunch, dinner Cost: $$ Call: 410-415-1004 Click: thaiatwaughchapel.com Can’t Miss: Thai food is comfort food whether it be a cold winter day or a beautiful summer day, but the best time to visit Thai at Waugh Chapel is during the Towne Centre’s weekend outdoor concert series. Sit on their outdoor patio during a perfect warm evening, listen to music, and sip on a drink with some drunken noodles! Yellowfin Steak & Fish House Dock & Walk; Outdoor Dining; Water View Where: 2840 Solomons Island Road, Edgewater When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-573-1333 Click: yellowfinedgewater.com The Scoop: An extensive wine list pairs perfectly with seafood, steak, or sushi at Yellowfin Steak & Fish House. Watch the sunset on the South River and boats drive at the beautiful waterfront restaurant.
SOUTHERN ANNE ARUNDEL COUNTY (Deale, Galesville, Chesapeake Beach, Rose Haven, Tracys Landing) Abner’s Crab House Dock & Walk; Outdoor Dining; Water View Where: 3748 Harbor Road, Chesapeake Beach When: lunch, dinner Cost: $$ Call: 410-257-3689 Click: abnerscrabhouse.net Bonus: In addition to the crab centered menu, Abner’s Crab House has A & A Gaming, a casino featuring slot machines and endless free-play games. Dockside Restaurant & Sports Bar Dock & Walk; Outdoor Dining; Water View Where: 421 Deale Road, Tracys Landing When: lunch, dinner, Sunday breakfast Cost: $$ Call: 410-867-1138 Click: docksiderestaurantmd.com The Scoop: True to its name, Dockside Restaurant sits directly on Rockhold Creek, and features a casual yet delectable dining experience, a sports bar area, tiki bar outside, and a wide-ranging menu of seafood classics, pub grub, and American staples. Weekly Specials: Mexican Night Monday, Prime Rib Tuesday, Quarter Oysters Wednesdays, Baby Back Ribs Thursdays and a chef special on the weekends Happy Harbor Restaurant and Bar Dock & Walk; Outdoor Dining; Water View Where: 533 Deale Road, Deale When: lunch, dinner, late-night, weekend breakfast Cost: $ Call: 410-867-0949 Click: happyharbordeale.com The Scoop: Come get happy at Happy Harbor with a drink on the Doc Bar. Crab cakes, burgers and beyond are all available for a day on the water in Deale. Happy Hour: 3 p.m. – 7 p.m. everyday Jesse Jay’s Outdoor Dining Where: 5471 Muddy Creek Road, Churchton When: lunch, dinner Cost: $ Call: 240-903-8100 Click: jessejays.com Truck: Go online now to book Jesse Jay’s Food Trailer to cater your next event or check their calendar to see when the truck is going to be near you! Neptune’s Seafood Pub Dock & Walk; Outdoor Dining Where: 8800 Chesapeake Avenue, North Beach When: lunch, dinner, late-night, Sunday brunch Cost: $$ Call: 410-257-7899 Click: neptunesseafoodpub.com Can’t Miss Dish: Crab Melt Happy Hour: 3 p.m.–7 p.m. Monday through Friday Try Something New: Check out Neptune’s Drink of the Month! These drinks are seasonal, hand-crafted with the best ingredients Petie Greens Bar and Grill Water View; Outdoor Dining Where: 6103 Drum Point Road, Deale When: lunch, dinner Cost: $$ Call: 410-867-1488 Click: petiegreens.com The Scoop: Enjoy delightful fare and great drinks in the heart of Deale. With live music and good vibes, Petie Greens is the place to be. Pirates Cove Restaurant & Dock Bar Dock & Walk; Outdoor Dining; Water View Where: 4817 Riverside Drive, Galesville When: lunch, dinner, Sunday brunch Cost: $ Call: 410-867-2300 Click: piratescovemd.com Can’t Miss Dish: Crab Imperial Get Shucked: Enjoy Oyster Night every Thursday at 6 p.m. Skipper’s Pier Restaurant & Dock Bar Dock & Walk; Outdoor Dining; Water View Where: 6158 Drum Point Road, Deale When: dinner, weekend lunch Cost: $$ Call: 410-867-7110 Click: skipperspier.com Can’t Miss Dish: Crab Crusted Oysters South County Café Dock & Walk; Outdoor Dining Where: 5960 Deale Churchton Road, Deale When: breakfast, lunch Cost: $ Call: 410-867-6450 Click: southcountycafe.com The Scoop: Build your own sandwich or choose from one of South County Café’s many specialty sandwiches for lunch or grab French toast or an omelet for breakfast at this country style café in Deale. Stan and Joe’s Riverside Dock & Walk; Outdoor Dining; Water View Where: 4851 Riverside Drive, Galesville When: lunch, dinner Cost: $ Call: 410-867-7200 Click: snjriverside.com Weekly Specials: buy one pound of steamed shrimp get a half pound free on Mondays, half priced burgers on Tuesdays, buy one get one free steamed mussels on Wednesdays, pound and a half lobster dinner for $22.95 on Thursdays, $21.95 slow cooked prime rib on Fridays, $0.75 oysters on Saturdays and Sunday brunch for 10 a.m. to 2 p.m. Happy Hour: 3 p.m. – 6 p.m. Monday through Friday Traders Steak, Seafood, and Ale Dock & Walk; Outdoor Dining; Water View Where: 8132 Bayside Road, Chesapeake Beach When: breakfast, lunch, dinner, weekend breakfast buffet Cost: $$ Call: 301-855-0766 Click: traders-eagle.com The Scoop: For more than 50 years, Traders has been known for its steak and seafood entrees, along with a score of comfort food dishes available for dinner. The restaurant also features live entertainment on their outside deck bar Wednesday through Saturday, perfect to gather with a group of friends. The Westlawn Inn Dock & Walk Where: 9200 Chesapeake Avenue, North Beach When: dinner Cost: $$ Call: 410-257-0001 Click: westlawninn.com Can’t Miss Dish: Fried Red Tomato
QUEEN ANNE’S COUNTY Big Bats Café Outdoor Dining Where: 216 Saint Claire Place, Stevensville When: breakfast, lunch, dinner, late-night Cost: $ Call: 410-604-1120 Click: bigbats.com The Scoop: Route for any team you want at this baseball-themed bar who doesn’t pledge loyalty to any particular team. Happy Hour: Wednesday through Friday, 3–6 p.m. The Big Owl Tiki Bar Dock & Walk; Outdoor Dining; Water View Where: 3015 Kent Narrow Way South, Grasonville When: lunch, dinner, late-night Cost: $ Call: 410-827-6523 Click: thebigowl.com Can’t Miss Dish: Rockfish Tenders Live Music: Visit the website for a full list of live performers for the summer Bridges Restaurant Dock & Walk; Outdoor Dining; Water View Where: 321 Wells Cove Road, Grasonville When: lunch, dinner Cost: $$ Call: 410-827-0282 Click: bridgesrestaurant.net Can’t Miss Dish: White Sausage pizza Parking Situation: Bridges offers first come first serve complimentary slips for free for boats up to 65’ in length, 20’ in width, and 6’ draft. Overnight slips are available for $25. Café Sado Dock & Walk; Water View Where: 205 Tackle Circle, Chester When: lunch, dinner Cost: $ Call: 410-604-1688 Click: cafesado.com Can’t Miss Dish: Butternut Squash Dumpling Wanting More: Visit their second location at 870 High Street in Centreville Doc’s Riverside Grille Outdoor Dining; Dock & Walk Where: 511 Chesterfield Avenue, Centreville When: lunch, dinner, late-night Cost: $ Call: 410-758-1707 Click: docsriversidegrille.com Weekly Specials: Monday: $2 domestic drafts, $6 wings, Tuesday: Taco Tuesday and $6 Burger Platter, Wednesday: Steak Night and $15 bottle of wine, Thursday: Raw Oyster bar and Smoked Food Specials. Happy Hour: 3:30 p.m. – 6:30 p.m. Monday through Friday *Fisherman’s Crab Deck / Fisherman’s Inn Dock & Walk; Outdoor Dining; Water View Where: 3116 Main Street, Grasonville When: lunch, dinner Cost: $$ Call: 410-827-6666 (Crab Deck); 410-827-8807 (Inn) Click: crabdeck.com; fishermansinn.com The Scoop: The Crab Deck is exactly that; an expansive outdoor deck where crab picking is the calling card. Meanwhile the indoor Inn is finer dining in an upscale atmosphere. Can’t Miss Dish: Crab Pretzel Can’t Miss Drink: Nauti Mermaid Seafood Market: When visiting Fisherman’s Crab Deck visit the seafood market open daily from 9 a.m.–6 p.m. and 9 a.m.–5 p.m. on Sundays. Harris Crab House & Seafood Restaurant Dock & Walk; Outdoor Dining; Water View Where: 433 Kent Narrow Way North, Grasonville When: lunch, dinner Cost: $$ Call: 410-827-9500 Click: harriscrabhouse.com Community Contributor: Harris Crab House is an admirably eco-friendly restaurant by working with Oyster Recovery Partnership, a nonprofit dedicated to restoring oysters in the Chesapeake Bay. Libbey’s Coastal Kitchen + Cocktails Dock & Walk; Outdoor Dining; Water View Where: 357 Pier One Road, Stevensville When: lunch, dinner Cost: $$ Call: 410-604-0999 Click: libbeyscoastalkitchen.com Can’t Miss Dish: Corn & Crab dip The Jetty Dock & Walk; Outdoor Dining; Water View Where: 201 Wells Cove Road, Grasonville When: breakfast, lunch, dinner, late-night Cost: $$ Call: 410-827-4959 Click: jettydockbar.com The Scoop: Jump in the Jetty Bus which travels to and from Stevensville, Chester, Grasonville, Romancoke, and parts of Queenstown to join trivia night, karaoke, or any other of The Jetty’s events. With a packed calendar, the Jetty is always the place to kick back with your Orange Crush. Happy Hour: 3 p.m.–7 p.m. Monday through Fridays Kent Island Resort + 19TWENTY Dock & Walk; Outdoor Dining; Water View Where: 500 Kent Manor Drive, Stevensville When: Dinner Cost: $$ Call: 410-643-5757 Click: kentislandresort.com The Scoop: Whether you’re a guest of the Inn or otherwise, enjoy the elegant setting and beautiful view at Kent Island Resort as you indulge in a savory dinner. Kentmorr Restaurant & Crab House Dock & Walk; Outdoor Dining; Water View Where: 910 Kentmorr Road, Stevensville When: lunch, dinner Cost: $$ Call: 410-643-2263 Click: kentmorr.com The Scoop: Pick either the elegant dining room or the casual outdoor tiki bar, but either way make sure to order the award-winning crab cakes at Kentmorr Restaurant & Crab House! *Knoxie’s Table at The Inn Outdoor Dining Where: 180 Pier One Road, Stevensville When: dinner, weekend brunch Cost: $$ Call: 443-249-5777 Click: baybeachclub.com The Scoop: Located off the lobby of The Inn at Chesapeake Bay Beach Club is the warm, rustic farm to table, Knoxie’s Table. The ingredients are from local farmers and watermen to make up classic dishes with a Chesapeake twist. The Narrows Dock & Walk; Outdoor Dining; Water View Where: 3023 Kent Narrow Way South, Grasonville When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-827-8113 Click: thenarrowsrestaurant.com The Scoop: Customers go crazy for The Narrows’ award-winning crab cakes and cream of crab soup. If you can’t make it to Grasonville, the restaurant will satisfy you craving by shipping both of them, along with their vegetable crab soup, overnight to anywhere in the U.S. Happy Hour: Sunday through Thursday, 3-6 p.m. Red Eye’s Dock Bar Dock & Walk; Outdoor Dining; Water View Where: 428 Kent Narrow Way North, Grasonville When: lunch, dinner, late-night Cost: $$ Call: 410-827-3937 Click: redeyedockbar.com The Scoop: If you’re looking for some live music, chill atmosphere, and somewhere to bring your best furry friend, look no further! Red Eye’s has all of that, and then some. Choose from their large food and drink menu, sit back, and relax.
KENT COUNTY 98 Cannon Riverfront Grille Outdoor Dining; Water View Where: 98 Cannon Street, Chestertown When: Breakfast, lunch, dinner Cost: $$ Click: 98cannon.com Opening TBD: On January 16th, 98 Cannon suffered severe damage due to an electrical fire. They are currently rebuilding so keep an eye on their website to see when they will reopen! Amalfi Coast Italian + Wine Bar Where: 401 Love Point Road, Stevensville When: Brunch, Lunch, dinner Cost: $$ Call: 443-249-3426 Click: amalficoastki.com Happy Hour: Monday through Friday 3:30 - 6:30 p.m. Pace Yourself: Even though it is hard to limit yourself on Amalfi's delicious pasta, do your best to save room for dessert! Amalfi offers many desserts and dessert cocktails that will take your night to the next level. Bay Wolf Restaurant Dock & Walk Where: 21270 Rock Hall Avenue, Rock Hall When: lunch, dinner Cost: $$ Call: 410-639-2000 Click: baywolfrestaurant.com The Scoop: Austrian food meets the Eastern Shore at Bay Wolf Restaurant in Rock Hall. The restaurant, just a short walk from the local marina, serves Wiener Schnitzel, Chicken Marsala, fried Shrimp Almondine, and crab cakes. Be aware!! Make sure to save room for the Austrian Apple Strudel served with vanilla ice cream for dessert. The Kitchen at The Imperial Dock & Walk; Outdoor Dining Where: 208 High Street, Chestertown When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-778-5000 Click imperialchestertown.com The Scoop: Casual fine dining with award winning crab cakes, wine tastings, and a great cocktail menu in Chestertown. On Sundays, join the Bloody Mary Brunch starters and entrees Harbor Shack Dock & Walk; Outdoor Dining; Water View Where: 20895 Bayside Avenue, Rock Hall When: lunch, dinner Cost: $ Call: 410-639-9996 Click: harborshack.net The Scoop: Relax this weekend at the waterfront Harbor Shack with live entertainment, food and drink specials, and a fun, casual, atmosphere with a view of Rock Hall Harbor. Osprey Point Restaurant Dock & Walk; Water View Where: 20786 Rock Hall Avenue, Rock Hall When: dinner Cost: $$ Call: 410-639-2194 Click: ospreypoint.com The Scoop: For all occasions, Osprey Point Restaurant can be the elegant waterfront dining you are looking for. Everything you are looking for is in one place, calamari, soups, salads, burger, and classic broiled crab cakes. The Sandbar at Rolphs Wharf Marina Dock & Walk; Outdoor Dining; Water View Where: 1008 Rolphs Wharf Road, Chestertown When: lunch, dinner Cost: $ Call: 410-778-6347 Click: rolphswharfmarina.com/the-sandbar The Scoop: The outdoor beach bar at Rolphs offers the opportunity to take your shoes off and feel the sand between your toes while drinking a cold beer or frozen margarita. And that view of the Chester River isn’t too shabby either. The Shanty Beach Bar at Tolchester Marina Dock & Walk; Outdoor Dining; Water View Where: 21085 Tolchester Beach Road, Chestertown When: lunch, dinner Cost: $ Call: 410-778-1400 Click: tolchestermarina.com The Scoop: Offering respite from a day on the water, this beachy Bay-front bar has cold drinks, sandy shoreline, and live music throughout the summer season. Waterman’s Crab House Restaurant & Dock Bar Dock & Walk; Outdoor Dining; Water View Where: 21055 W. Sharp Street, Rock Hall When: lunch, dinner Cost: $$ Call: 410-639-2261 Click: watermanscrabhouse.com The Scoop: Waterman’s is a seafood market turned restaurant and dock bar serving the freshest blue crabs, rockfish, oysters, and other Chesapeake Bay delicacies in Rock Hall.
TALBOT COUNTY *Ava’s Pizzeria & Wine Bar Dock & Walk Where: 409 S. Talbot Street, St. Michaels When: lunch, dinner Cost: $$ Call: 410-745-3081 Click: avaspizzeria.com Where to go: There are three locations. The St. Michaels location is a short walk from the docks, but there is also a location in Cambridge and in Rehoboth Beach, Delaware. Can’t Miss Dish: Ma’s Meatball Sliders *Awful Arthur’s Seafood Company Dock & Walk; Outdoor Dining Where: 402 S. Talbot Street, St. Michaels When: lunch, dinner Cost: $$ Call: 410-745-3474 Click: awfularthursusa.com The Scoop: Inside of a historic home and just two blocks from the St. Michaels harbor. Awful Arthur’s is a perfect spot for lunch or dinner year ‘round; sit fireside in the winter and outside on the patio in the summer. Can’t Miss Dish: Lobster Roll Bistro St. Michaels Dock & Walk; Outdoor Dining Where: 403 S. Talbot Street, St. Michaels When: dinner Cost: $$ Call: 410-745-9111 Click: bistrostmichaels.com The Scoop: High quality, local ingredients make up traditional and modern culinary masterpieces at Bistro St. Michaels. Local seafood and free-range eggs are just a few of the fresh ingredients they put into their food. Happy Hour: 4:30 p.m.–6:30 p.m. Daily Capsize OXMD Dock & Walk; Outdoor Dining; Water View Where: 314 Tilghman Street, Oxford When: lunch, dinner Cost: $$ Call: 410-226-5900 Click: capsizeoxmd.com The Scoop: Take in the Calm Wates of Town Creek at the relaxed and casual Capsize. Dine in the waterside dining room or grab a drink on the deck overlooking the Creek. Bring your dog for the 4-legged sailors’ menu. Carpenter Street Saloon Dock & Walk Where: 113 S. Talbot Street, St. Michaels When: breakfast, lunch, dinner, late-night Cost: $$ Call: 410-745-5111 Click: carpenterstreetsaloon.com Night Life: This casual restaurant offers live music throughout the week, pool tables, and other fun nightlife events throughout the year. Enjoy their diverse menu as you catch up with your buddies at this friendly pub. Characters Bridge Restaurant Dock & Walk; Outdoor Dining; Water View Where: 6136 Tilghman Island Road, Tilghman Island When: lunch, dinner Cost: $$ Call: 410-886-1060 Click: charactersbridgerestaurant.com The Scoop: With Shore classics, seafood, beef, and chicken dishes, Characters offers a robust menu and fine drinks. Guests can relax indoors or on the outside deck, and enjoy views of Knapps Narrows. The Crab Claw Dock & Walk; Outdoor Dining; Water View Where: 304 Burns Street, St. Michaels When: lunch, dinner Cost: $$ Call: 410-745-2900 Click: thecrabclaw.com The Scoop: Once a clam and oyster shucking house for local catches, The Crab Claw is known for having great drinks and even better seafood. And because of its position on the water, you can sometimes catch a glimpse of watermen pulling up with the day’s catches. The restaurant is still owned and operated by the original 1965 owners Bill and Sylvia Jones. Crepes by the Bay Dock & Walk Where: 413 S. Talbot Street, St. Michaels When: breakfast, lunch Cost: $ Call: 410-745-8429 The Scoop: Sweet or savory, breakfast, lunch or dessert, there is always a great choice at Crepes by the Bay. Don’t forget to add some ice cream! Doc’s Sunset Grille Dock & Walk; Outdoor Dining; Water View Where: 104 West Pier Street, Oxford When: lunch, dinner Cost: $ Call: 410-226-5550 Click: docssunsetgrille.com Can’t Miss Dish: Crabby Chicken Sandwich The Scoop: Located right on the Tred Avon River and facing West, Doc’s Sunset Grille in Oxford, MD, is an amazing place to be for sunset. Being on the water also makes Doc’s a great place to be, every day of the year. The view is always changing with the days and seasons. Foxy’s Harbor Grille Dock & Walk; Outdoor Dining; Water View Where: 125 Mulberry Street, St. Michaels When: lunch, dinner, late-night Cost: $$ Call: 410-745-4340 Click: foxysharborgrille.com Can’t Miss Dish: Crab Pretzel Happy Hour: 4:30 p.m.–6:30 p.m. Monday through Friday *The Galley Dock & Walk; Outdoor Dining Where: 305 S. Talbot Street, St. Michaels When: breakfast, lunch, Friday dinner Cost: $ Call: 410-200-8572 Click: thegalleysaintmichaels.com The Scoop: Located in the heart of historic downtown St. Michaels, The Galley is known for the best breakfast in the area made with fresh, delicious and high-quality ingredients. Check them out on Friday evenings, as they offer dinner and live music—a nice way to start your weekend. Gina’s Cafe Dock & Walk; Outdoor Dining Where: 601 S. Talbot Street, St. Michaels When: lunch, dinner Cost: $$ Call: 410-745-6400 Click: Ginascafemd.com The Scoop: A southwest restaurant/ bar in the heart of St. Michaels, Gina’s is the place to go for Mexican cuisine. Harrison’s Harbour Lights Dock & Walk; Outdoor Dining; Water View Where: 101 N. Harbor Road, St. Michaels When: breakfast, lunch, dinner Cost: $$ Call: 410-745-9001 Click: harbourinn.com The Scoop: In season, enjoy the bay breezes on one of our outdoor decks. The Port Deck located on our ground floor next to our outdoor pool features a full bar, stone fireplace, heat lamps, fans, and a relaxing atmosphere for any occasion. Come upstairs to enjoy the River Deck- a completely open-air sun deck with the best views overlooking the historic harbor. Hunter's Tavern at Tidewater Inn Where: 101 East Dover Street, Easton When: breakfast, lunch, dinner, weekend brunch Cost: $$ Call: 410-822-4034 Click: tidewaterinn.com/hunters-tavern Decanter Room: Hunter's Tavern has a beautiful room with a long wooden table that seats up to 26 guests with extensive wine storage, dome ceiling, and an elegant chandelier. Enjoy private dining in the Decanter Room with groups of friends, coworkers, or family. Latitude 38 Dock & Walk Where: 26342 Oxford Road, Oxford When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-226-5303 Click: latitude38.biz The Scoop: Let the fresh bay breeze run through your hair at the deck dining at Latitude 38. Get your upscale fare from steaks, crab cakes, and fresh fish. The restaurant also offers half entrees for light eaters. Lowes Wharf Bayside Grill & Tiki Bar Dock & Walk; Outdoor Dining; Water View Where: 21651 Lowes Wharf Road, Sherwood When: lunch, dinner Cost: $$ Call: 410-745-6684 Click: loweswharf.com The Scoop: The epitome of a hidden gem, Lowes Wharf is one of those places that’s off the beaten path, but so worth the drive. Beautiful views, a sandy beach, fun activities, and a full bar and restaurant—you might just want to stay the night in the accompanying inn. Marker Five Dock & Walk; Outdoor Dining; Water View Where: 6178 Tilghman Island Road, Tilghman When: lunch, dinner Cost: $$ Call: 410-886-1122 Click: markerfive.com The Scoop: Local seafood and house smoked meats are on the table at Marker Five in Tilghman/ This casual, waterfront restaurant makes everything from scratch and has over 30 beers on tap. Pope’s Tavern Dock & Walk Where: 504 S. Morris Street, Oxford When: dinner Cost: $$ Call: 410-226-5220 Click: oxfordinn.net The Scoop: At Pope’s Tavern, indulge in the American bistro experience with seafood flair. Sit back and relax, and choose from a wide variety of spirits, wine, and beer for the ultimate dining experience. Can’t Miss Dish: Linguini Carbonara The Purser’s Pub at the Inn at Perry Cabin Dock & Walk; Outdoor Dining Where: 308 Watkins Lane, St. Michaels When: lunch, dinner, late-night Cost: $$ Call: 410-745-2200 Click: innatperrycabin.com The Scoop: Enjoy a warm summer evening in the garden courtyard as you sip on a cocktail and indulge in some tasty Eastern Shore fare. The Robert Morris Inn Dock & Walk; Outdoor Dining Where: 314 N. Morris Street, Oxford When: breakfast, lunch, dinner, weekend brunch Cost: $$ Call: 410-226-5111 Click: robertmorrisinn.com The Scoop: Located in one of the Eastern Shore’s most historic towns, the Inn itself has an impressive history, dating back to 1710. Come visit this storied establishment and choose from fine dining, a casual tavern, lazy weekend brunch, or afternoon tea, all developed by award-winning chef Mark Salter. St. Michaels Crab & Steak House Dock & Walk; Outdoor Dining; Water View Where: 305 Mulberry Street, St. Michaels When: lunch, dinner Cost: $$ Call: 410-745-3737 Click: stmichaelscrabhouse.com The Scoop: Traditionally, St. Michaels Crab & Steak House has been an unloading dock for millions of oysters and crabs to be distributed from Boston to the Carolinas. Now turned restaurant, St. Michaels Crab & Steak House offers classic cuisine from land and sea with an entertaining view of the boats coming and going from the harbor. Can’t Miss Dish: Crab Cake Sandwich Stars at the Inn at Perry Cabin Dock & Walk; Outdoor Dining Where: 308 Watkins Lane, St. Michaels When: breakfast, lunch, dinner, afternoon tea Cost: $$$ Call: 410-745-2200 Click: perrycabin.com The Scoop: Stars makes their daily specials based off of that morning’s catch. All of their dishes are cooked with a light touch that unlocks the food’s natural intensity.
DORCHESTER COUNTY Bistro Poplar Dock & Walk Where: 535 Poplar Street, Cambridge When: dinner Cost: $$ Call: 410-228-4884 Click: bistropoplar.com The Scoop: Join Bistro Poplar for classic French fare in a traditional bistro atmosphere. Bistro Poplar incorporates French cuisine with a Mediterranean and Asian twist for a unique dining experience. Pair a delicious entrée with a hand-picked cocktail for the ultimate meal. Carmela’s Cucina Dock & Walk; Outdoor Dining Where: 400 Academy Street, Cambridge When: lunch, dinner Cost: $$ Call: 410-221-8082 The Scoop: Taste a little bit of Italy in the heart of the Chesapeake Bay. Carmela’s offers authentic Italian cuisine, often paired perfectly with a glass of wine or beer. Don’t Miss Out: Make sure to keep checking their Facebook page for daily specials. Get there before they sell out! Palm Beach Willies Dock & Walk; Outdoor Dining; Water View Where: 638 Taylors Island Road, Taylors Island When: lunch, dinner Cost: $ Call: 410-221-5111 Click: pbwti.com The Scoop: Bring your car or boat to the locally run restaurant, bar and grill in Taylors Island. Look over Slaughter Creek with an ice-cold beer is a perfect way to spend your evening. Portside Seafood Restaurant Dock & Walk; Outdoor Dining; Water View Where: 201 Trenton Street, Cambridge When: lunch, dinner Cost: $$ Call: 410-228-9007 Click: portsidemaryland.com The Scoop: An expansive upper deck overlooks Cambridge Creek, while diners indulge on a seafood-heavy menu. This warm, homey restaurant includes a wait staff that has been with the restaurant since the beginning. Weekly Specials: Mexican Mondays, Burger Tuesdays, Shrimp Day Thursdays, Nacho Day Friday Snappers Waterfront Café Dock & Walk; Water View; Outdoor Dining Where: 112 Commerce Street, Cambridge When: lunch, dinner, Sunday brunch Cost: $$ Call: 410-228-0112 Click: snapperswaterfrontcafe.com The Scoop: If you didn’t make your Caribbean vacation this year, just visit Snappers. This tiki bar was made to bring together both locals and tourists on the Eastern Shore. Can’t Miss Dish: Jordan’s Crabby Nachos, nachos smothered in crab dip Suicide Bridge Restaurant Dock & Walk; Water View Where: 6304 Suicide Bridge Road, Hurlock When: lunch, dinner Cost: $$ Call: 410-943-4689 Click: suicide-bridge-restaurant.com The Scoop: Look over Cabin Creek while you enjoy crab balls to stuffed flounder or hand cut steaks and Prime Rib. Grab a special drink from their cocktail menu to watch the wildlife of the Creek while you enjoy your meal. Can’t Miss Dish: The Marylander: Crab imperial, tomato, and ham with imperial sauce on an English Muffin
ADDITIONAL DESTINATION RESTAURANTS The following list of establishments advertise within our publications and offer delectable experiences that differ from the three criteria points of the traditional Waterfront & Al Fresco Guide *Annapolis Ice Cream Where: 196 Main Street, Annapolis When: Dessert! Cost: $ Click: annapolisicecream.com (Literally) The Scoop: So many homemade ice cream flavors to choose from, including, a What’s Up? Media personal favorite, Cookie Monster. Cookie Monster is a vanilla base with cookie dough, chocolate chip cookies and oreos. *Ashling Kitchen & Bar Where: 1286 Route 3 South, Suite 3, Crofton When: lunch, dinner Cost: $$ Call: 443-332-6100 Click: ashlingco.com/restaurant Food Truck: Ashling Kitchen now has a food truck making its way around the county. Find out where they are today on their website. *Bella Italia Where: 609 Taylor Avenue, Annapolis When: lunch, dinner Cost: $ Click: bellaitaliamd.com The Scoop: Simple Italian food made exactly the right way, using the best and freshest ingredients, served in a space where all are welcome. Come by, pull up a seat and see what happens when good food, good wine, and good people come together. *Harvest Thyme Where: 1251 West Central Avenue, Davidsonville When: lunch, dinner, Sunday brunch Cost: $$ Call: 443-203-6846 Click: harvestthymetavern.com Save Room For: Harvest Smash Can’t Miss Cocktail: Campfire, a Harvest Thyme twist on an Old Fashioned Happy Hour: 4 p.m.–7 p.m. Tuesday through Friday, All day Sunday *Hunan L’Rose Where: 1131 Annapolis Road, Odenton When: lunch, dinner Cost: $$ Call: 410-672-2928 The Scoop: This longtime Odenton establishment has earned its renowned reputation for upscale Chinese cuisine. *Main & Market Where: 914 Bay Ridge Road, Annapolis When: lunch, dinner Cost: $$ Call: 410-626-0388 Click: mainandmarket.com The Scoop: Main & Market has carved out its niche in the Annapolis area for more than two decades as a casual-yet-refined restaurant and premier caterer. *Mamma Roma Where: 8743 Piney Orchard Parkway, Odenton When: lunch, dinner Cost: $ Call: 410-695-0247 Click: mammaromas.com The Scoop: Classic Italian food is tucked into the corner of the Village Center in Odenton at Mamma Roma. Here, you will find a friendly atmosphere and a zest for Italian fare. *Mi Lindo Cancún Grill Where: 2134 Forest Drive, Annapolis When: breakfast, lunch, dinner Cost: $$ Call: 410-571-0500 Click: lindocancungrill.com The Scoop: This family-owned restaurant offers a large menu of traditional, authentic Mexican dishes inspired by Mayan culture. Top off your dinner with a tasty dessert, like Churros and Ice Cream. Happy Hour: 2 p.m.–7 p.m. Monday through Thursday *Nothing Bundt Cakes Where: 1901 Annapolis Towne Centre Blvd, Annapolis When: Bakery Cost: $ Click: nothingbundtcakes.com Flavors: Besides the regular carrot, vanilla and chocolate, you can get awesome new flavors like Pecan Praline, Marble, and lemon. *Pasticcio Fresh Kitchen Where: 150 Suite F Jennifer Road, Annapolis When: lunch, dinner Cost: $ Call: 443-949-0608 Click: pasticcioannapolis.com Online Deals: Check online for coupons like $3 off a large cheese pizza, $5 off a purchase of $50 or more and more coupon options. *Rutabaga Craft Juicery Where: 4 Ridgely Avenue, Annapolis When: breakfast, lunch Cost: $ Call: 410-267-0261 Click: rutabagajuicery.com The Scoop: Rutabaga Juicery & Eats was formed out of the notion that whole, minimally processed food doesn’t have to be inconvenient or hard to come by. *The Big Bean Where: 558 B & A Blvd, Severna Park When: Breakfast Cost: $ Click: thebigbean.com The Scoop: Besides coffee, enjoy some homemade baked goodies breakfast cookies, yogurt muffins, crumb cake, apparel and so much more. Editor’s Disclaimer: “Fast casual chain restaurants” were generally excluded from this guide. It is likely that not every regional restaurant that could potentially qualify for inclusion within this guide is represented. We realize some restaurants may have been inadvertently overlooked. To request inclusion in the updated, online guide, as well as next year’s guide, please email mkotelchuck@whatsupmag.com.
