All opinions are my own. I was not financially compensated for this post. None of the content is sponsored by any of the establishments mentioned in this article.
Photo credit: Lee Anne of imonet73
I’ve lived in Annapolis off and on throughout my life. Over the years, one of my favorite parts about living here is the wide variety of restaurants and dining establishments. Our unique little city offers a selection of any cuisine you can image. Of course being right on the Chesapeake Bay, seafood (yay crabs!) is the specialty, but that doesn’t mean we don’t have other varieties to offer. With Valentine’s Day fast approaching, check out a few of my favorite local spots to spend the holiday…
Dining with Signification Other
Chart House – When I want seafood, I head to the Chart House. Now I know this restaurant isn’t unique to Annapolis, but the water view looking back at the City Dock is unforgettable! Every day they have fresh fish specialties, and the menu is unique to Annapolis’ local flavors.
Lewnes’ Steakhouse – If I could pick one spot in Annapolis to have a romantic dinner for Valentine’s Day, I’d pick Lewnes’ hands down. This homegrown steakhouse has the feel of a speak-easy with its comfy booths. Steaks are delicious, portions are large, and the wine list is extensive. Make a reservation though! A walk-in on a Saturday night usually means a 2 hour wait this place is that popular.
Osteria 177 – When I want a nice sit down Italian meal, I head here! Offering a wide selection of Italian coastal specialties, Osteria 177 will offer a special Valentine’s Day menu this year. Plus, since sometimes it can be hard to find parking downtown, the restaurant will offer complementary valet service, and there will also be a live piano player in the restaurant.
Sam’s on the Waterfront – Sam’s is one of my favorite date spots, not only because of the water view, but because of their use of fresh and local ingredients to create a creative dining experience. As stated on their Facebook page, “Sam’s is committed to being environmentally responsible & striving to purchase and promote fresh, local, sustainable products wherever possible.” In the the past they offer a special Valentine’s Day menu.
The Severn Inn – Another great water view! The Severn Inn is nestled under the Naval Academy Bridge with a view looking back at downtown of the city. Gorgeous panoramic view. I however go mostly for the delicious and creative cocktails!
Dining with Friends
Annapolis Smokehouse and Tavern – This upscale BBQ restaurant is the perfect spot to enjoy good ole American cuisine with your friends while listening to live music from local artists. They have everything from authentic pit-to-plate BBQ, St. Louis ribs, to slow-roasted pulled pork, and yes, they even have seafood.
Dry 85 – Headed downtown for drinks? This is my spot. Moonshine on tap, a variety of craft beers, and of course… an extensive list of every bourbon you can imagine. This place is a modern industrial take on a Prohibition-era speakeasy. I mean, you can’t wrong with whiskey and gourmet comfort food. Am I right? Round up your friends and be sure to grab one of the large booths for a fun night!
Iron Rooster – So this place is totally my obsession right now. My friends and I actually have a Facebook group chat going on right now dedicated to when we go to this restaurant… and yes, we do several times a week. This place serves delicious breakfast food all day. Yes, all day. With a new twist on traditional comfort food, you’ll have a hard time choosing just one meal!
Level Small Plates Lounge – Their cuisine is global and regional Chesapeake, locally sourced, and designed to be shared. Absolutely delicious. Me though? I go for the handcraft cocktails! Sharing is encouraged, so this is definitely a great to socialize not only with your friends, but other “new to you” locals in town.
Lures Bar and Grille – So Lures is actually right outside of Annapolis just a few minutes away in the town of Crownsville. Why go? Simply put: Good beer and fresh food. The restaurant has a nice casual coastal feel in case you don’t feel like getting all dressed up for Valentine’s Day. Plus they always have awesome craft beers on tap, along with creative dishes and a nice wine list. Plus live music on weekends! Great neighborhood vibe.
Metropolitan Kitchen – Over forty craft beers, a one-of-a-kind Custom Cocktail menu, and a comfortable relaxed atmosphere are the main reasons why this is one of my favorite restaurants in the Uptown district of Annapolis. Did I mention the over 40 craft beers? I did? Well it is a pretty amazing reason of why you and your friends should check out this place for Valentine’s Day, especially if your heart belongs to beer.
Red Red Wine Bar – My favorite spot for a Girls Night. With big comfy seating, I could stay here with my ladies while sipping wine, indulging in amazing flat bread pizzas, and gossiping about the boys who broke our hearts. Well, that is until we decide to head next door to the previously mentioned Dry 85, and find ourselves some new men.
Dining with Family
Boatyard Bar and Grill – Don’t be fooled by the “Bar” in the title! Boatyard has always been accommodating to my and son and I. Their crab cakes are delicious and the food is reasonable priced for a restaurant in the downtown area. I love that their children’s menu includes seafood.
Looking for more family-friendly options in Annapolis? You can read my other picks HERE.