Thanks to the reopening of the state, we can finally go to our favorite restaurants in Annapolis. If you live in our Pony Club Estates Community or Highland Woods, Downtown Annapolis is basically in your backyard! Take the family out to a nice dinner in one of the most beautiful towns Maryland has to offer. You can still enjoy a night on the town AND be safe.
Known for their “no filler” crabcakes, Boatyard Bar and Grill is a favorite amongst the crab fanatics. Choose from their extensive seafood selection from smoked fish, fish and chips, fresh oysters, and more. Sit outside and take in the fresh air while you enjoy your meal with your family.
If you love to people watch and eat good food, this is the place for you. Right in the heart of Main Street, Federal House Bar and Grill has classic Marylander food that everyone will enjoy. Bring your dog for an extra companion!
Tired of making breakfast every morning? Visit the Iron Rooster for a little treat! Get some much-needed comfort food while enjoying the fresh air. We recommend getting their pancakes which are fluffy, sugary, and everything that is good.
For over 60 years, Mike’s has brought a waterfront dining experience for the Annapolis community. What should you get? Of course, it’s their crabs! Make this weekend shine a little brighter by having crabs, fries, and a cold beer. Not only will your stomach be happy, but you’ll feel like a Marylander again.
Enjoy some live music and classic pub food at Rams Head. Their wisteria-covered patio provides natural shade while you chow down on some burgers and fries. It’s a great spot to get away from the hustle and bustle of Main Street since it’s just one street over.
Get a little bit of everything at Annapolis Market House. They offer fried chicken, burgers, and more from different small shops. Chow down in the common area with your family or head on over to the shore to see the seagulls and water.
We’re so happy that restaurants are open and we get to support our community. Remember to stay safe and always wash your hands. Bring a mask and hand sanitizer with you for when you order. Let us know what your favorite places to eat in Annapolis are.