32 Best Bars in Annapolis

Boatyard Bar & Grill Seafood • $$
400 Fourth St, Annapolis

Customers` Favorites

Antoine's Stuffed Oysters - A Boatyard Original
The Best Crab Cake Sandwich You'll Ever Eat
World Famous Jumbo Lump Crab Cakes to Go
Spinach Crab & Artichoke Dip
Fin's Fantabulous Fish Tacos
Maryland Smith Island Cake
Wicked Good Lobster Rolls
Soft Shell Crab Sandwich
A Righteous Eggs Benedict
Soft-Shell Crab Sandwich

“We are regulars but our lunch there this week was special because Kelsey was our server! She was most pleasant and patient and made our meal experience especially great! She brought my husband a small taste of the seafood bisque because he was undecided, and then he ordered a bowl!! Thank you, Kelsey!!!“

4.7 Superb376 Reviews
Leo Annapolis Bar •
212 West St, Annapolis

Customers` Favorites

Brussels Sprout and Kale Salad
Griddled Angel Food Cake
Coffee Panna Cotta
White Bean Hummus
Roasted Beet Dipl
Smoked Salmon Dip
Broiled Oysters
Coulotte Steak
Bread Pudding
Chicken Wings

“Leo's is always a fabulous experience. Highly recommend! Wonderful food and wine list (there is a shorter one on the back of the food menu and a separate longer one). The service is top notch, as are the bartenders (drinks are outstanding), and it has a cute, cozy ambiance. Everyone on the team, starting with the owners, is friendly, professional, and strives to please. Leo's is one of the very few excellent restaurants in Annapolis. We are going twice this week ;)“

4.8 Superb84 Reviews
Full On Craft Eats & Drinks Bars • $
2478-A Solomons Island Rd, Annapolis

Customers` Favorites

Turkey and Avocado Sandwich on Gluten Free Roll with Homemade Potato Chips
Thai Beef Sandwich with Onion Rings
Half Order of Onion Rings
Full Order Onion Rings 20
Roast Beef & Horseradish
Crab Cake Grilled Cheese
Spicy Chicken Sandwich
Crab Cake Sandwich
Chipotle BBQ Beef
French Onion Soup

“I have to say, they have the BEST onion rings and their Turkey Cranberry sandwich was delish!! My daughter had the Crabcake grilled cheese and it was absolutely amazing!! We were traveling by the area and I always look for more local (not big chain places) and so happy we found this place. Will definitely be back when traveling by ?“

4.7 Superb110 Reviews
Metropolitan Kitchen & Lounge American • $$
175 West St, Annapolis

Customers` Favorites

Chipotle Chicken Sandwich
Fig and Goat Flatbread
Fig and Goat Cheese
Brussels Sprouts
Truffle Gnocchi
Lamb Lollipops
Flatbread Pizza
Spinach Salad
Chicken Wings
Lamb Burger

“We recently hosted a baby shower party for our daughter at the Metropolitan Kitchen & Lounge in Annapolis. The staff made this event incredibly memorable, and it was easy to arrange and pull off. The food and drinks were fantastic, and the service was the best. Thanks so much to Tom Hanna and his staff. :-)“

4.5 Superb92 Reviews
Carrol's Creek Cafe Seafood • $$$
410 Severn Ave, Annapolis

Customers` Favorites

Espresso Crème Brulee with a Crunchy Caramelized Sugar Crust GF
Pan Seared Scallops and Risotto
Coffee & Donuts Bread Pudding
Crab Stuffed Lobster Tail
Ahi Tuna Tartare Stack
Jumbo Lump Crab Cakes
Grilled Salmon Fillet
Molten Chocolate Cake
Grilled Filet Mignon
Cream of Crab Soup

“Kudos to Carroll’s Creek for a superb wine dinner last evening. The food was so delicious, service was impeccable and was accompanied by great Argentinian wines. We always have really good meals here, but the dinner last evening was outstanding in every way. Thank you to the sommelier, chef, kitchen staff, and servers who made for such an enjoyable evening.“

4.6 Superb136 Reviews
Fox's Den Gastropubs • $$
179B Main St, Annapolis

Customers` Favorites

Mediterranean Salad
Maple Old Fashioned
Moules & Frites
Duck Fat Fries
Pig Wings
Fig & Pig
Pizzas

“We had a table reservation, but ended up staying at the bar because we were having so much fun there! The bar team is super knowledgeable and personable...and make a mean cocktail! We had the deviled eggs, mussels, and pizza...all outstanding. If we lived locally, we'd be regulars for sure! p.s. the deviled eggs were the best we've ever had...yes, they are that good!“

4.6 Superb118 Reviews
Julep Kitchen & Bar Southern • $$
2207 Forest Dr, Annapolis

Customers` Favorites

Fried Green Tomatoes with Shrimp
Blackberry Chipotle Glazed Thighs
Southern Biscuits w Honey Butter
Smoked Fried Chicken
Chesapeake Crab Dip
Southern Egg Rolls
Chicken Pot Pie
Shrimp & Grits
Cream of Crab
Old Bay Wings

“Honesty a lot of restaurants I've been to have been a bit subpar when it comes to more hearty meals, which is okay don't get me wrong. This place however had pulled pork sandwiches that were by no means under filled and most of the drinks you get will be served in Mason jars, this is how I'd cook at home and I love it.“

4.5 Superb186 Reviews
McGarvey's Seafood • $$
8 Market Space, Annapolis

Customers` Favorites

Jumbo Lump Chesapeake Crab Cakes
Local Oysters on the Half Shell
Clams on the Half Shell
Blackened Fish Tacos
Oysters Rockefeller
Fish and Chips
Lump Crab Dip
Chicken Diablo
Crab Pretzel
Sandwich

“We apparently came on a bar crawl night but we still got seated for dinner immediately. Our server, Brooke, was great. She gave us time to ask questions and read through the menu/drinks. We ordered a calamari appetizer, chicken Riesling and crab cake dinner. All was great and my husband said the crab cake was one of the best he ever ate. My chicken had a creamier sauce with mushrooms and bacon. Very tasty! For dessert we had the special Bailey's cheesecake. It was topped with a thick piece of chocolate (not my favorite) but the creamy center was delicious. It was extremely loud but beyond that the food was good!“

4.5 Superb112 Reviews
Heroes Pub Bar & Grill • $$
1 Riverview Ave, Annapolis

Customers` Favorites

Jumbo Chicken Wings
Foot Long Hot Dog
Fish and Chips
Fish Fry

“The place is great! It's relaxed, friendly and has a good local vibe. Not too loud but just loud enough to be fun. It's sportscentric and inviting...not at all intimidating for the non-sportsy patrons. It's really a hero's bar for heroes and the decor shows all the pride the place has in the people protecting us every single day. The Chesapeake Bay wings were fantastic and paired well with the equally delish craft beers on tap. Went with friends on Trivia Night and I could be a little biased about the place cuz umm... We won lol.“

4.6 Superb62 Reviews
GameOn Bar+Arcade Annapolis Bar • $
114 West St, Annapolis

Customers` Favorites

Level 1

“This was a lucky find on our trip to Annapolis today!All games take tokens you can get from one of three token machines they have inside. $1 = 4 tokensThey also give cups to hold your tokens (that brought me back to my childhood ?).Most games take 4 tokens, but games like Galaga, Tekken Tag Tournament, and NBA JAM are only 1 token.They have 4 pinball machines (in order of most to least fun in our opinion): Gunslinger/Western theme, Godzilla, Stranger Things, and Foo Fighters.The drinks are nice too. And if you don't want something alcoholic, you can ask the bartender to mix any of their juices and syrups with a soda (favorite combinations: Prickly Pear syrup + Lemon + Sprite. Blueberry Syrup + Ginger Beer). Refills on soda are free~“

4.5 Superb83 Reviews
Rams Head Roadhouse Bar • $$
1773 Generals Hwy, Annapolis

Customers` Favorites

Old Dominion Root Beer Float
Chesapeake Deviled Eggs
Ahi Tuna Appetizer
1-1 2 lb Lobster
Rockfish Bites
Fish and Chips
Turkey Reuben
Burger Night
Buffalo Wings
Crabby Tots

“We attended a happy hour at the Rams Head Roadhouse for a networking event recently. It had been a while since I've been but to give an update. The place was nice, clean, had great beer selections, and the advertisers for delicious. I was impressed with the amount of rear parking that they have as well.“

4.2 Good97 Reviews
Preserve American • $$
164 Main St, Annapolis

Customers` Favorites

Vegan Pot De Creme
Griddled Pierogis
Preserve Burger
Smoked Fish Dip
Hand Cut Fries
Crispy Kale

“10/10The appetizers are great.The squid was tender and had a great mix of sauces.Icebox pickles were greatDon’t miss the pierogiThe rockfish spaetzel was a rad piece of fish and the Serrano relish and ginger was a nice combinationThe bolognese was very good too“

4.2 Good88 Reviews
Tuscan Prime Italian Chophouse & Dolce Bar Italian • $$$
1905 Towne Centre Blvd Suite 100, Annapolis

Customers` Favorites

The Guilded Red Velvet Cake
Cheesesteak Egg Rolls
Short Rib Bolognese
Oysters on the Half
Squid Ink Linguine
Chicken Parmesan
Truffle Arancini
Prime Steak Rolls
Creamed Spinach
Grilled Octopus

“Our family went here this evening (Easter) for dinner. We were a party of 11. In spite of it being a holiday, us having a large party and the restaurant being busy.......service was 100% on point! Rafael was our server and he was excellent the ENTIRE time. He consistently checked in on us throughout the entire time we were there and graciously accommodated us in every way. Not only was Rafael great....... the restaurant had several large parties and I could see that the management team was not just present. It was "all hands on deck" to ensure everyone had an amazing experience. I appreciate the attentiveness, the kindness and warmth we were given from the entire team. And I certainly don't want to leave out the food and chefs?The food was great. The calamari was cooked perfectly. The Lobster Ravioli wstile the show but, everyone was pleased with their selections. Everything came out warm and to our liking.You don't always get great experiences when dining out on holidays, but today was exceptionaland this team really shined.“

4.1 Good193 Reviews
Drummer's Lot Pub Bar • $
16 Church Cir, Annapolis

“I adored this place. It gives me London pub vibes which is quaint and charming. It’s nice and small but worth going into. The bartendress was kind and their fall drink Pumpkin Spice White Ukrainian was very good, just like a Starbucks fall beverage but with liquor.“

4.6 Superb12 Reviews
Davis' Pub Pubs • $
400 Chester Ave, Annapolis

Customers` Favorites

Classic Black Angus Burger
Maryland Crab Soup
Back Creek Crab Dip
Fish Sandwich
Fried Pickles
Caesar Salad
Fish & Chips
Onion Rings
Crab Pretzel
Hamburger

“Amazing food good drinks and great people! Environment overall was amazing ! Thanks Google for taking me to my new crab dip pretzel spot! Thank y'all! I'm full and happy now !Kid-friendliness: They do offer a kids menu. For the parents that want a nice drink at dinner and good food !“

4.3 Superb101 Reviews
Level a small plates lounge American • $$
69 West St, Annapolis

Customers` Favorites

Grilled Sirloin Grilled Mushrooms Juniper Demi Glace
Artisan Head Lettuce Salad
Banana Bread Pudding
Mediterranean Plate
Crispy Cauliflower
Smoked Duck Confit
Seared Sea Scallops
Spicy Tuna Tartare
Maryland Crab Cake
Fried Duck Confit

“The food was excellent. The server was very friendly and attentive.The only issue was the wait for the beautifully crafted cocktails. They need a 2nd bartender. We were there early and it wasn't crowded but still had quite a wait on our drinks.“

4.2 Good206 Reviews
Maggiano's Little Italy Italian • $$
2100 Annapolis Mall Rd, Annapolis

Customers` Favorites

Prince Edward Island Steamed Mussels
Ziti with Sausage Pasta Marinara
Balsamic Tomato Bruschetta
Taylor Street Baked Ziti
Lasagna with Marinara
Our Famous Rigatoni D
Spaghetti & Meatball
Italian Tossed Salad
Warm Apple Crostada
Eggplant Parmesan

“This is a great place for a romantic date night out. Great lightning, location and service. I had the baked ziti and the food portions are generous. I would definitely recommend and be sure to ask the bartender what kind of drinks they could make.Parking: This location is inside of the Annapolis Mall, so there is plenty of parking in the lot outside of the restaurant.“

4.2 Good131 Reviews
Dock Street Bar & Grill Bar & Grill • $
136 Dock St, Annapolis

Customers` Favorites

Crab Cake Sandwich with Side Salad Instead of Fries
Jumbo Lump Crab Cake Sandwich
Caesar Salad with Crab Cake
Ceasar Salad with Crab Cake
Jumbo Lump Crab Dip
Maryland Crab Cakes
Dock Street Burger
Chicken Quesadillas
Single Crab Cake
Crab Chowder

“We went in with eight people and tried a little bit of everything. There was not a bad dish out of anything we tried. Everything was fresh and way above what you expect for bar food. Maryland half and half crab soup was awesome. The staff was super nice and willing to meet people's needs. I would definitely recommend this place and If I was here for longer, I would come back“

4.2 Good97 Reviews
Chevys Fresh Mex Mexican • $
2436 Solomons Island Rd, Annapolis

Customers` Favorites

Chicken and Steak Fajitas
Homemade Chips and Salsa
Salsa Chicken Taquitos
Crispy Chicken Flautas
Famous Chicken Fajitas
Chimichanga Enchilada
Grande Chimichanga
Steak Quesadilla
Fried Ice Cream
Tortilla Chips

“Almost empty on a spring weeknight. My s-in-law's fajita dinner was huge and he especially enjoyed the carnitas. I thought my chicken taco and enchiladas were a little dry, but they came with plenty of rice and refried beans. The grandkids devoured their meals an I appreciated that small cones were included with their meal. Nonetheless, we ordered desert, which the six of us together could not finish. The bill came out to a very reasonable $100.“

4.2 Good74 Reviews
Mangia - Italian Grill & Sports Bar Italian • $
81 Main St, Annapolis

Customers` Favorites

Chicken Parmigiana
Meat Lovers Pizza
Cheese Pizza
Meatballs

“We stopped in for lunch with our 2 yr old grandson on Black Friday. The food is great. We sat on the second floor next to the windows with a great view of the water and other shops. The restuarant has great murals.painted throughout. Very charming.“

4.1 Good57 Reviews
Annapolis Smokehouse And Tavern Bar • $$
107 Hillsmere Dr, Annapolis

Customers` Favorites

Mashed Potatoes
Mac and Cheese
Pulled Chicken
Texas Brisket
Chicken Wings
Smoked Wings

“The smoked salmon sandwich with grilled lettuce and chipotle mayo was insanely delicious. I paired it with the pan fried brussel sprouts with pork belly. I unfortunately didn't take a picture of the beautiful plate, but it was outstanding! The bartender was helpful and friendly (suggested the brussel sprouts). I will be back again soon“

4.1 Good67 Reviews
RaR Brewing - Chessie’s Wharf American • $$
609 Melvin Ave, Annapolis

Customers` Favorites

Chessie Burger Deluxe Burger
Chessie Burger and Fries
Double Chessie Burger
Fish and Chips
Chicken Wings
Boneless Wings
Lobster Roll
Crab Balls

“Dropped in a couple Sunday's ago on a date lunch with my wife. Parking lot was full at 11:30 right after they opened so we parked around the corner on Annapolis St. Yes, it was packed, as many stuck-up Annapolitan's have reviewed. They get testy when they can't park front and center in their Range Rover, toss on that Helly Hansen rain suit and slide in on their Sperrys.It's busy because it's new and it's awesome. RAR's had a strong reputation with their suds in Maryland for years now. We had the hot wings and loaded tots and both were delicious for the pub style grub RAR is going for. Burgers looked legit (a lot of other patrons were ordering them), but we were too full on wings and adult beverages to partake.If you don't mind sitting on long German style Octoberfest tables with randos, check this place out. Server was top notch and the beer and food will keep us coming back. Just wish it was closer to Arnold or Crownsville so could have more real estate. Only downfall is being so close to downtown, you sacrifice the parking and interior space.“

4 Good71 Reviews
Buddy's Crabs & Ribs Seafood • $$
100 Main St, Annapolis

Customers` Favorites

Big Buddy Crab Cake
Oysters Rockefeller
Seafood Extravaganza
Crab Cake Sandwich
Cream of Crab Soup
Corn on the Cob
Seafood Buffet
Hush Puppies
Raw Oyster
Crab Dip

“Had the rib basket from the Restaurant week menu. Was surprised it was a whole rack of ribs!!! And they were fall off the bone tender!!! Not much flavor tho.Parking: We parked at the garage on Gorman Street, walking distance to the restaurant.Wheelchair accessibility: You have to call ahead for elevator service.“

4 Good95 Reviews
Neo Pizza Pizza • $
220 Harker Pl #145, Annapolis

Customers` Favorites

Sweet Potato Fries
BBQ Chicken Pizza
Margherita Pizza
Brussels Sprouts
Florentine Pizza
Chesapeake Pizza
Vegan Pizza
Taco Pizza
Steak
Salad

“We had a small pepperoni pizza, a veggie pizza, and chicken tenders. It was great food and super service. A doordash driver came in ahead of us and was rude, insulting, and obscene. The staff at Neo's was very apologetic. They reported the driver on our behalf and made us feel welcome. Great place. Great food. Great people.“

4 Good97 Reviews
Annapolis Market House Bar • $
25 Market Space, Annapolis

Customers` Favorites

Soft Shell Crab Sandwich
Mediterranean Platter
Smoked Salmon Platter
Crab Cake Sandwich
Reuben Sandwich
Steamed Shrimp
Fish & Chips
Raw Oyster
Impossible
Poke Bowl

“We just had a wonderful meal at The Market House. The staff were all cheerful and attentive. We had the Steak/cheese sandwich, lobster/avocado board, jambalaya, and fish n chips. All dinners received high marks. We ate outside beside heaters and were very comfortable. The whole place has a great vibe!“

4 Good100 Reviews
Red Red Wine Bar + Bistro American • $$
189 B Main St, Annapolis

Customers` Favorites

Bacon Wrapped Steak Medallion
Pear Prosciutto Pizza
Lemon Meringue Drink
French Wine Flight
Margherita Pizza
Purple Haze
Charcuterie
The Cuban
Sandwich
Crab Dip

“This was our first time there but we will definitely be back. The food was phenomenal, the service fantastic and the wine exemplary! Although I'm not a huge fan of the parking situation downtown, this place is well worth the extra effort. Thank you for a wonderful experience!“

4 Good104 Reviews
Stan & Joe's Saloon Pubs • $
37 West St, Annapolis

Customers` Favorites

A Shot of Bacardi Gold They not Stingy
Sloppy Murph Burger w Extra Chili
Award Winning Cream of Crab
Betty's Chicken Salad
Buffalo Shrimp Basket
Cheesesteak Egg Rolls
The Classic Reuben
West Street Wings
Homemade Crab Dip
The Taco Trio

“This saloon is such a quick spot to go to, for lunch or any type of the day really. I tend to stop here a lot during a lunch break or for happy hour some evenings working in the surrounding area - which I am also never disappointed. Because I've come here so often, I am not sure if it is on Thursdays specifically, but S&J's does offer karaoke during the week. Along with good food, a happy hour menu and great bartenders. My favorite meal there : touchdown chicken wrap, with tator tots. *pictured*“

3.9 Good90 Reviews

28
DRY 85

DRY 85 Bar & Grill • $$
193 B Main St, Annapolis

Customers` Favorites

Blue Cheese and Fig Burger
Fried Chicken Sandwich
Fried Green Tomatoes
Charcuterie Board
Lavender Fields
Fried Pickles
Whiskey Flight
dry85 Burger
Dry 85 Burger
Seafood Mac

“Dry 85 has one of the most creative cocktails menus in downtown Annapolis. Situated on Main Street which means street parking is challenging, so your best bet is the parking garage nearby. Inside it is dark and slightly industrial looking small space. The servers have always been friendly. I mostly go for the drinks, but you can't go wrong with veggie burger or the fries. The fries are really good if you're a connoisseur of fresh cut and freshly fried ones. Theirs are slightly thicker cut like how the British do their chips. Here they garnish with Parmesan, garlic, and parsley.“

3.9 Good131 Reviews
Castlebay Irish Pub Bar • $
193A Main St, Annapolis

Customers` Favorites

Fish and Chips
Shepard

“What a fantastic gem in Annapolis! A warm welcome when you enter and plenty of Irish whiskey to keep the warmth going. The bartenders have great convos and suggestions if you're not sure what you want. If you happen to catch Vincent there he has stories that could fill a book. If you're a couple looking for a nice drink with awesome folks then enter here immediately ‼️. Well done Castlebay?“

3.5 Good33 Reviews
Rams Head Tavern Pubs • $$
33 West St, Annapolis

Customers` Favorites

Soup

“Since the dawn of time, man has journeyed to the esteemed Rams Head Tavern, fueled by the allure of the Cat 5 Key Lime Lager. This beer, so rare and delightful, was once thought to be exclusively savored on the sacred grounds of Annapolis and Key West. Or so we believed.Over the holidays, we made our traditional pilgrimage to the Rams Head in downtown Annapolis, giddy with anticipation for our beloved brew. What happened next was nothing short of a stone-cold bummer.Upon ordering two Cat 5 Key Lime Lagers, we were told that the Annapolis location had just kicked its last keg of the hallowed beer. But the horror didn’t end there. Its availability would henceforth be limited to the Rams Head in Key West.Well, this was a fine how-do-you-do. Instead of the delicious Key Lime Lagers we had expected, we were served an icy cold pint of dejection. Our only solace was that now we had an excuse to go to Key West.But here we are at the Rams Head Southernmost, the supposed Eden of this lime-flavored elixir, and all we can taste is the bitterness of betrayal. With every sip, we’re reminded of what's been ripped from our grasp back in Annapolis.Rams Head, how could you? All we ever did was love you. The decision to strip Annapolis of Key Lime Lager feels like a plot twist in a story where the moral is "never get too attached to anything that brings you joy."It doesn’t have to be like this. Bring back the Cat 5 Key Lime Lager to Annapolis. We implore you.Let's not make this another cry-in-your-beer ballad. Let’s make it the greatest comeback story of all time. Do it for the good people of Annapolis.It’s your move, Rams Head.“

3.6 Good75 Reviews
Middleton Tavern Seafood • $$
2 Market Space, Annapolis

Customers` Favorites

Crab Cake Sandwich
Steamed Mussels
Fish and Chips
Caesar Salad
Crab Balls
Rockfish
Burger
Fries

“We had a great time here! Friends deciding to grab a bite to eat and walk around Annapolis. My favorite item was the shrimp shooter because they're tasty and fun to eat! The rock fish, prime rib eye, and burger were all good. For appetizers, you can go wrong with the oysters, oyster shooters, crab dip or crab “

3.7 Good113 Reviews
O'Brien's Oyster Bar & Seafood Tavern Seafood • $$
113 Main St, Annapolis

Customers` Favorites

The Annapolis Crab Cake Sandwich
Oysters Rockefeller
Crème Brulee Royal
Dozen Prime Oysters
Fried Calamari
Steamed Shrimp
Maryland Crab
Eggs Benedict
Crab Pretzel
Fish & Chips

“You gotta hear me out.. If you are from this area- you are familiar with this place as a cool fun bar in the middle of downtown Annapolis- can get wild on DJ night. BUT THEY HAVE AN UPSTAIRS Private Banquet area that is UNBELIEVABLE. We had a rehearsal dinner here and it was AMAZING- the facility had private bar area, beautiful fireplace dining room- looked like something from Europe or Colonial Williamsburg. The catering staff was outstanding- from the general manager, Salomon- to all the bartenders and waitstaff- they helped us plan and then pull off an amazing event. Could not recommend more highly- so grateful to O'Brien's for providing a perfect venue and memorable event to our family.“

3.6 Good190 Reviews
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